$Version: 3 $Totobjs: 355 $Pen_RGB2Color: 0 0 0 $Fill_RGB2Color: 0 0 0 $Font: "Arial" 90 1 $Obj: mol $RxnAtch: -1 -1 $Obj: line $ArrowDir: 1 $ArrowStyle: 1 $Obj_coords: 1840 553 2431 555 $Obj: text $Transparent: $Obj_coords: 1874 400 2338 805 $MDLEdittext: 1 0012 {\rtf1\defformat\pc {\fonttbl {\f1680\nil Arial;} {\f2220\nil Arial;} {\f3612\nil Arial;} {\f3444\nil Arial;} {\f1924\nil Arial;} {\f2968\nil Arial;} {\f1484\nil Arial;} } \plain \f1924\fs20\m Br \plain \f2968\fs20\dn6 \m 2 \plain \f1924\fs20\m \par \plain \f1924\fs20\m AcOH, r.t. \plain \f1924\fs20\m \par \plain \f1484\fs20 3 \plain \f1924\fs20\m h } $Obj: mol $RxnAtch: -1 -1 $Obj: line $ArrowDir: 1 $ArrowStyle: 1 $Obj_coords: 3919 585 4563 585 $Obj: text $Transparent: $Obj_coords: 3955 475 4502 880 $MDLEdittext: 1 0012 {\rtf1\defformat\pc {\fonttbl {\f1740\nil Arial;} {\f1232\nil Arial;} {\f2324\nil Arial;} {\f3296\nil Arial;} {\f2228\nil Arial;} } \plain \f3296\fs20\m MeI \plain \f3296\fs20\m \par \plain \f3296\fs20\m Me \plain \f2228\fs20\dn6 \m 2 \plain \f3296\fs20\m CO, r.t. \plain \f3296\fs20\m \par \plain \f2324\fs20 36 \plain \f3296\fs20\m h } $Obj: line $ArrowDir: 1 $ArrowStyle: 1 $Obj_coords: 464 1934 697 1934 $Obj: mol $RxnAtch: -1 -1 $Obj: text $Transparent: $Obj_coords: 1655 1815 1730 1950 $MDLEdittext: 1 0012 {\rtf1\defformat\pc {\fonttbl {\f1240\nil Arial;} {\f2808\nil Arial;} } \plain \f1240\fs18\b + } $Obj: text $Transparent: $Obj_coords: 1797 1755 1879 1942 $MDLEdittext: 1 0012 {\rtf1\defformat\pc {\fonttbl {\f3076\nil Arial;} {\f816\nil Arial;} {\f2528\nil Arial;} {\f780\nil Arial;} } \plain \f2528\fs20\b I \plain \f780\fs20\b \up6 - } $Obj: line $ArrowDir: 1 $ArrowStyle: 1 $Obj_coords: 2217 1950 2974 1949 $Obj: text $Transparent: $Obj_coords: 2248 1837 2870 2204 $MDLEdittext: 1 0012 {\rtf1\defformat\pc {\fonttbl {\f956\nil Arial;} {\f4092\nil Arial;} {\f1308\nil Arial;} } \plain \f1308\fs20 NaOH \plain \f1308\fs20 \par \plain \f1308\fs20 MeOH, reflux \plain \f1308\fs20 \par \plain \f1308\fs20 20 h } $Obj: mol $RxnAtch: -1 -1 $Obj: line $ArrowDir: 1 $ArrowStyle: 1 $Obj_coords: 293 3060 974 3057 $Obj: text $Transparent: $Obj_coords: 301 2679 900 3458 $MDLEdittext: 1 0012 {\rtf1\defformat\pc {\fonttbl {\f2980\nil Arial;} {\f2804\nil Arial;} {\f368\nil Arial;} {\f836\nil Arial;} {\f1928\nil Arial;} } \plain \f836\fs20\m Fremy\'b4s \plain \f836\fs20\m \par \plain \f836\fs20\m salt \plain \f836\fs20\m \par \plain \f836\fs20\m K \plain \f1928\fs20\dn6 \m 2 \plain \f836\fs20\m HPO \plain \f1928\fs20\dn6 \m 4 \plain \f836\fs20\m \par \plain \f836\fs20\m Me \plain \f1928\fs20\dn6 \m 2 \plain \f836\fs20\m CO/H \plain \f1928\fs20\dn6 \m 2 \plain \f836\fs20\m O \plain \f836\fs20\m \par \plain \f836\fs20\m r.t., \plain \f368\fs20 2 \plain \f836\fs20\m h \plain \f836\fs20\m \par } $Obj: mol $RxnAtch: -1 -1 $Obj: line $ArrowDir: 1 $ArrowStyle: 1 $Obj_coords: 2367 3058 2929 3057 $Obj: text $Transparent: $Obj_coords: 2420 2830 2817 3310 $MDLEdittext: 1 0012 {\rtf1\defformat\pc {\fonttbl {\f4012\nil Arial;} {\f1388\nil Arial;} {\f3332\nil Arial;} } \plain \f3332\fs20 TBHP \plain \f3332\fs20 \par \plain \f3332\fs20 Triton-B \plain \f3332\fs20 \par \plain \f3332\fs20 THF, r.t. \plain \f3332\fs20 \par \plain \f3332\fs20 1h } $Obj: mol $RxnAtch: -1 -1 $Obj: line $ArrowDir: 1 $ArrowStyle: 1 $Obj_coords: 3652 3533 3382 3976 $Obj: mol $RxnAtch: -1 -1 $Obj: text $Transparent: $Obj_coords: 3546 3707 4160 4112 $MDLEdittext: 1 0012 {\rtf1\defformat\pc {\fonttbl {\f800\nil Arial;} {\f1236\nil Arial;} {\f3412\nil Arial;} {\f1576\nil Arial;} {\f2844\nil Arial;} } \plain \f1576\fs20\m CuO, K \plain \f2844\fs20\dn6 \m 2 \plain \f1576\fs20\m CO \plain \f2844\fs20\dn6 \m 3 \plain \f3412\fs20 \par \plain \f3412\fs20 py, reflux \plain \f3412\fs20 \par \plain \f3412\fs20 2 h } $Obj: text $Transparent: $Obj_coords: 2850 4650 3007 4815 $MDLEdittext: 1 0012 {\rtf1\defformat\pc {\fonttbl {\f652\nil Arial;} {\f2184\nil Arial;} {\f1084\nil Arial;} } \plain \f2184\fs24\b 1a } $Obj: text $Transparent: $Obj_coords: 735 1214 1282 1356 $MDLEdittext: 1 0012 {\rtf1\defformat\pc {\fonttbl {\f4080\nil Arial;} {\f2732\nil Arial;} {\f2528\nil Arial;} {\f1732\nil Arial;} } \plain \f2528\fs20\b papaverine } $Obj: atom $Parent: 12 $Atom_coords: 3336.00000 2045.00000 $Atom_number: 2 $Obj: atom $Parent: 12 $Atom_coords: 3336.00000 1892.00000 $Atom_number: 3 $Obj: atom $Parent: 12 $Atom_coords: 3468.88452 1815.00000 $Atom_number: 4 $Obj: atom $Parent: 12 $Atom_coords: 3468.88452 2123.00000 $Atom_number: 5 $Obj: bond $Pen_width: 7 $Bond_atoms: 24 27 $Bond_type: double $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 24 25 $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 25 26 $Bond_type: double $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 26 33 $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 38 27 $Bond_topo: arom $Obj: atom $Parent: 12 $Atom_coords: 3602.76904 1892.00000 $Atom_number: 6 $Obj: atom $Parent: 12 $Atom_coords: 3735.51978 1814.50000 $Atom_number: 7 $Obj: atom $Parent: 12 $Atom_coords: 3868.27051 1892.00000 $Atom_number: 8 $Obj: atom $Parent: 12 $Atom_coords: 3868.27051 2045.00000 $Atom_number: 9 $Obj: atom $Parent: 12 $Atom_coords: 3735.51978 2122.50000 $Atom_number: 10 $Obj: atom $Parent: 12 $Atom_coords: 3602.76904 2045.00000 $Atom_number: 11 $Obj: bond $Pen_width: 7 $Bond_atoms: 33 38 $Bond_type: double $Bond_topo: arom $Bond_dbl_side: 2 $Bond_dbl_width: 1 $Obj: bond $Pen_width: 7 $Bond_atoms: 33 34 $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 35 34 $Bond_type: double $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 36 37 $Bond_type: double $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 37 38 $Bond_topo: arom $Obj: atom $Parent: 12 $Atom_coords: 3999.15527 2122.00000 $Atom_number: 12 $Obj: atom $Parent: 12 $Atom_coords: 4133.68848 2046.53906 $Atom_number: 13 $Obj: atom $Parent: 12 $Atom_coords: 4263.70996 2123.03198 $Atom_number: 14 $Obj: atom $Parent: 12 $Atom_coords: 4263.05176 2276.22998 $Atom_number: 15 $Obj: atom $Parent: 12 $Atom_coords: 3998.62842 2274.69360 $Atom_number: 17 $Obj: bond $Pen_width: 7 $Bond_atoms: 44 48 $Bond_type: double $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 44 45 $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 45 46 $Bond_type: double $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 46 47 $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 47 69 $Bond_type: double $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 69 48 $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 36 44 $Obj: atom $Font: "Arial" 100 1 $Parent: 12 $Atom_coords: 3735.51978 2275.50000 $Atom_type: 8 $Atom_number: 18 $Atom_dispflags: 0001 $Obj: bond $Pen_width: 7 $Bond_atoms: 37 56 $Obj: atom $Font: "Arial" 100 1 $Parent: 12 $Atom_coords: 3204.11548 1815.00000 $Atom_alias: "Me^O" $Atom_number: 19 $Obj: bond $Pen_width: 7 $Bond_atoms: 25 58 $Obj: atom $Font: "Arial" 100 1 $Parent: 12 $Atom_coords: 3203.89990 2121.62573 $Atom_alias: "Me^O" $Atom_number: 20 $Obj: bond $Pen_width: 7 $Bond_atoms: 24 60 $Obj: bond $Pen_width: 7 $Bond_atoms: 47 64 $Obj: bond $Pen_width: 7 $Bond_atoms: 36 35 $Bond_topo: arom $Obj: atom $Font: "Arial" 100 1 $Parent: 12 $Atom_coords: 4394.82666 2353.24902 $Atom_alias: "OMe" $Atom_number: 25 $Obj: bond $Pen_width: 7 $Bond_atoms: 45 66 $Obj: atom $Font: "Arial" 100 1 $Parent: 12 $Atom_coords: 4134.41895 1893.25330 $Atom_type: 35 $Atom_number: 27 $Obj: bond $Pen_width: 7 $Bond_atoms: 69 68 $Obj: atom $Font: "Arial" 100 1 $Parent: 12 $Atom_coords: 4132.73242 2504.47705 $Atom_alias: "OMe" $Atom_number: 33 $Obj: atom $Parent: 12 $Atom_coords: 4130.00000 2350.72314 $Atom_number: 34 $Obj: atom $Parent: 7 $Atom_coords: 1092.00000 1768.00000 $Atom_number: 1 $Obj: atom $Parent: 7 $Atom_coords: 1092.00000 1922.00000 $Atom_number: 2 $Obj: atom $Parent: 7 $Atom_coords: 1224.88452 1999.00000 $Atom_number: 3 $Obj: atom $Parent: 7 $Atom_coords: 1224.88452 1691.00000 $Atom_number: 4 $Obj: bond $Pen_width: 7 $Bond_atoms: 70 73 $Bond_type: double $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 70 71 $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 71 72 $Bond_type: double $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 72 79 $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 84 73 $Bond_topo: arom $Obj: atom $Parent: 7 $Atom_coords: 1357.76904 1922.00000 $Atom_number: 5 $Obj: atom $Parent: 7 $Atom_coords: 1491.51978 1999.50000 $Atom_number: 6 $Obj: atom $Font: "Arial" 100 1 $Parent: 7 $Atom_coords: 1624.27051 1922.00000 $Atom_type: 7 $Atom_number: 7 $Obj: atom $Parent: 7 $Atom_coords: 1624.27039 1768.00000 $Atom_number: 8 $Obj: atom $Parent: 7 $Atom_coords: 1491.51978 1691.50000 $Atom_number: 9 $Obj: atom $Parent: 7 $Atom_coords: 1357.76904 1768.00000 $Atom_number: 10 $Obj: bond $Pen_width: 7 $Bond_atoms: 79 84 $Bond_type: double $Bond_topo: arom $Bond_dbl_width: 1 $Obj: bond $Pen_width: 7 $Bond_atoms: 79 80 $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 80 81 $Bond_type: double $Bond_topo: arom $Bond_dbl_width: 1 $Obj: bond $Pen_width: 7 $Bond_atoms: 81 82 $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 82 83 $Bond_type: double $Bond_topo: arom $Bond_dbl_width: 1 $Obj: bond $Pen_width: 7 $Bond_atoms: 83 84 $Bond_topo: arom $Obj: atom $Parent: 7 $Atom_coords: 1491.51978 2152.50000 $Atom_number: 11 $Obj: bond $Pen_width: 7 $Bond_atoms: 80 91 $Obj: bond $Pen_width: 7 $Bond_atoms: 91 94 $Obj: atom $Parent: 7 $Atom_coords: 1623.00000 2228.00000 $Atom_number: 12 $Obj: atom $Parent: 7 $Atom_coords: 1623.86853 2380.50439 $Atom_number: 13 $Obj: atom $Parent: 7 $Atom_coords: 1757.62402 2457.00439 $Atom_number: 14 $Obj: atom $Parent: 7 $Atom_coords: 1889.51099 2379.00000 $Atom_number: 15 $Obj: atom $Parent: 7 $Atom_coords: 1889.64246 2226.49561 $Atom_number: 16 $Obj: atom $Parent: 7 $Atom_coords: 1755.88696 2150.99561 $Atom_number: 17 $Obj: bond $Pen_width: 7 $Bond_atoms: 94 99 $Bond_type: double $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 94 95 $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 95 96 $Bond_type: double $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 96 97 $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 97 98 $Bond_type: double $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 98 99 $Bond_topo: arom $Obj: atom $Font: "Arial" 100 1 $Parent: 7 $Atom_coords: 960.11548 1999.00000 $Atom_alias: "Me^O" $Atom_number: 18 $Obj: bond $Pen_width: 7 $Bond_atoms: 71 106 $Obj: atom $Font: "Arial" 100 1 $Parent: 7 $Atom_coords: 959.89990 1692.37427 $Atom_alias: "Me^O" $Atom_number: 19 $Obj: bond $Pen_width: 7 $Bond_atoms: 70 108 $Obj: atom $Font: "Arial" 100 1 $Parent: 7 $Atom_coords: 2022.82666 2455.24902 $Atom_alias: "OMe" $Atom_number: 20 $Obj: bond $Pen_width: 7 $Bond_atoms: 97 110 $Obj: atom $Font: "Arial" 100 1 $Parent: 7 $Atom_coords: 2021.09229 2149.74658 $Atom_alias: "OMe" $Atom_number: 21 $Obj: bond $Pen_width: 7 $Bond_atoms: 98 112 $Obj: atom $Font: "Arial" 100 1 $Parent: 7 $Atom_coords: 1492.41882 2458.25317 $Atom_type: 35 $Atom_number: 22 $Obj: bond $Pen_width: 7 $Bond_atoms: 95 114 $Obj: atom $Font: "Arial" 100 1 $Parent: 7 $Atom_coords: 1757.15503 1999.00000 $Atom_alias: "Me" $Atom_number: 23 $Obj: bond $Pen_width: 7 $Bond_atoms: 81 116 $Obj: atom $Parent: 0 $Atom_coords: 732.00000 404.00000 $Atom_number: 1 $Obj: atom $Parent: 0 $Atom_coords: 732.00000 558.00000 $Atom_number: 2 $Obj: atom $Parent: 0 $Atom_coords: 864.88458 634.00000 $Atom_number: 3 $Obj: atom $Parent: 0 $Atom_coords: 864.88446 327.00000 $Atom_number: 4 $Obj: bond $Pen_width: 7 $Bond_atoms: 118 121 $Bond_type: double $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 118 119 $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 119 120 $Bond_type: double $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 120 127 $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 132 121 $Bond_topo: arom $Obj: atom $Parent: 0 $Atom_coords: 997.76910 558.00000 $Atom_number: 5 $Obj: atom $Parent: 0 $Atom_coords: 1130.51978 634.50000 $Atom_number: 6 $Obj: atom $Font: "Arial" 100 1 $Parent: 0 $Atom_coords: 1264.27051 558.00000 $Atom_type: 7 $Atom_number: 7 $Obj: atom $Parent: 0 $Atom_coords: 1264.27039 403.99994 $Atom_number: 8 $Obj: atom $Parent: 0 $Atom_coords: 1130.51978 327.49994 $Atom_number: 9 $Obj: atom $Parent: 0 $Atom_coords: 997.76904 404.00000 $Atom_number: 10 $Obj: bond $Pen_width: 7 $Bond_atoms: 127 132 $Bond_type: double $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 127 128 $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 128 129 $Bond_type: double $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 129 130 $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 130 131 $Bond_type: double $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 131 132 $Bond_topo: arom $Obj: atom $Parent: 0 $Atom_coords: 1130.51978 787.50000 $Atom_number: 11 $Obj: bond $Pen_width: 7 $Bond_atoms: 128 139 $Obj: bond $Pen_width: 7 $Bond_atoms: 139 142 $Obj: atom $Parent: 0 $Atom_coords: 1263.00000 864.00000 $Atom_number: 12 $Obj: atom $Parent: 0 $Atom_coords: 1263.86853 1017.50427 $Atom_number: 13 $Obj: atom $Parent: 0 $Atom_coords: 1396.62402 1093.00427 $Atom_number: 14 $Obj: atom $Parent: 0 $Atom_coords: 1529.51099 1016.00000 $Atom_number: 15 $Obj: atom $Parent: 0 $Atom_coords: 1528.64246 862.49573 $Atom_number: 16 $Obj: atom $Parent: 0 $Atom_coords: 1395.88696 786.99573 $Atom_number: 17 $Obj: bond $Pen_width: 7 $Bond_atoms: 142 147 $Bond_type: double $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 142 143 $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 143 144 $Bond_type: double $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 144 145 $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 145 146 $Bond_type: double $Bond_topo: arom $Obj: bond $Pen_width: 7 $Bond_atoms: 146 147 $Bond_topo: arom $Obj: atom $Font: "Arial" 100 1 $Parent: 0 $Atom_coords: 599.11548 634.00000 $Atom_alias: "Me^O" $Atom_number: 18 $Obj: bond $Pen_width: 7 $Bond_atoms: 119 154 $Obj: atom $Font: "Arial" 100 1 $Parent: 0 $Atom_coords: 598.89996 327.37427 $Atom_alias: "Me^O" $Atom_number: 19 $Obj: bond $Pen_width: 7 $Bond_atoms: 118 156 $Obj: atom $Font: "Arial" 100 1 $Parent: 0 $Atom_coords: 1662.82678 1092.24890 $Atom_alias: "OMe" $Atom_number: 20