Technology Process of 1-phenyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid 2,5,8,11,14,20,23,26,29,32-decaoxa-tricyclo[31.3.1.115,19]octatriaconta-1(37),15,17,19(38),33,35-hexaen-17-ylmethyl ester
There total 16 articles about 1-phenyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid 2,5,8,11,14,20,23,26,29,32-decaoxa-tricyclo[31.3.1.115,19]octatriaconta-1(37),15,17,19(38),33,35-hexaen-17-ylmethyl ester which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
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2-amino-3-(1H-indol-3-yl)-propionic acid 2,5,8,11,14,20,23,26,29,32-decaoxa-tricyclo[31.3.1.115,19]octatriaconta-1(37),15,17,19(38),33,35-hexaen-17-ylmethyl ester
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253170-52-4
1-phenyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid 2,5,8,11,14,20,23,26,29,32-decaoxa-tricyclo[31.3.1.115,19]octatriaconta-1(37),15,17,19(38),33,35-hexaen-17-ylmethyl ester
- Guidance literature:
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With
ArgoPore-NH3(1+)*CF3COO(1-) resin; trifluoroacetic acid;
In
dichloromethane;
at 20 ℃;
for 24h;
DOI:10.1016/S0040-4039(99)01507-5
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253170-52-4
1-phenyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid 2,5,8,11,14,20,23,26,29,32-decaoxa-tricyclo[31.3.1.115,19]octatriaconta-1(37),15,17,19(38),33,35-hexaen-17-ylmethyl ester
- Guidance literature:
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Multi-step reaction with 6 steps
1: 67.1 percent / NaH / dimethylformamide / 2 h / 90 °C
2: 35.1 percent / K2CO3 / dimethylformamide / 6 h / 115 °C
3: 90.5 percent / LAH / tetrahydrofuran / 10 h / 20 °C
4: diisipropylcarbodiimide; 4,4-dimethylaminopyridine / CH2Cl2 / 0.5 h / 20 °C
5: piperidine / dimethylformamide / 0.13 h / 20 °C
6: TFA; ArgoPore-NH3(1+)*CF3COO(1-) resin / CH2Cl2 / 24 h / 20 °C
With
piperidine; dmap; lithium aluminium tetrahydride; ArgoPore-NH3(1+)*CF3COO(1-) resin; sodium hydride; potassium carbonate; trifluoroacetic acid; diisopropyl-carbodiimide;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
1: Condensation / 2: cyclocondensation / 3: Reduction / 4: Esterification / 5: Elimination / 6: cyclocondensation, Pictet-Spengler reaction;
DOI:10.1016/S0040-4039(99)01507-5
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253170-52-4
1-phenyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid 2,5,8,11,14,20,23,26,29,32-decaoxa-tricyclo[31.3.1.115,19]octatriaconta-1(37),15,17,19(38),33,35-hexaen-17-ylmethyl ester
- Guidance literature:
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Multi-step reaction with 5 steps
1: 35.1 percent / K2CO3 / dimethylformamide / 6 h / 115 °C
2: 90.5 percent / LAH / tetrahydrofuran / 10 h / 20 °C
3: diisipropylcarbodiimide; 4,4-dimethylaminopyridine / CH2Cl2 / 0.5 h / 20 °C
4: piperidine / dimethylformamide / 0.13 h / 20 °C
5: TFA; ArgoPore-NH3(1+)*CF3COO(1-) resin / CH2Cl2 / 24 h / 20 °C
With
piperidine; dmap; lithium aluminium tetrahydride; ArgoPore-NH3(1+)*CF3COO(1-) resin; potassium carbonate; trifluoroacetic acid; diisopropyl-carbodiimide;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
1: cyclocondensation / 2: Reduction / 3: Esterification / 4: Elimination / 5: cyclocondensation, Pictet-Spengler reaction;
DOI:10.1016/S0040-4039(99)01507-5