2(S)-methyl 2-[4-[(tert-butoxycarbonyl)amino]-3-oxo-3,4,5,10-tetrahydroazepino[3,4-b]indol-2(1H)-yl]-3-phenylpropanoate

Base Information

• Chemical Name: 2(S)-methyl 2-[4-[(tert-butoxycarbonyl)amino]-3-oxo-3,4,5,10-tetrahydroazepino[3,4-b]indol-2(1H)-yl]-3-phenylpropanoate
• CAS No.: 927190-08-7
• Molecular Formula: C₂₇H₃₁N₃O₅
• Molecular Weight: 477.56
• Mol file: 927190-08-7.mol

Synonyms:2(S)-methyl 2-[4-[(tert-butoxycarbonyl)amino]-3-oxo-3,4,5,10-tetrahydroazepino[3,4-b]indol-2(1H)-yl]-3-phenylpropanoate

Chemical Property of 2(S)-methyl 2-[4-[(tert-butoxycarbonyl)amino]-3-oxo-3,4,5,10-tetrahydroazepino[3,4-b]indol-2(1H)-yl]-3-phenylpropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2(S)-methyl 2-[4-[(tert-butoxycarbonyl)amino]-3-oxo-3,4,5,10-tetrahydroazepino[3,4-b]indol-2(1H)-yl]-3-phenylpropanoate

There total 4 articles about 2(S)-methyl 2-[4-[(tert-butoxycarbonyl)amino]-3-oxo-3,4,5,10-tetrahydroazepino[3,4-b]indol-2(1H)-yl]-3-phenylpropanoate 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:

Reference yield:

2-tert-butoxycarbonylamino-3-{2-[(1-methoxycarbonyl-2-phenyl-ethylamino)-methyl]-1H-indol-3-yl}-propionic acid → 2(S)-methyl 2-[4-[(tert-butoxycarbonyl)amino]-3-oxo-3,4,5,10-tetrahydroazepino[3,4-b]indol-2(1H)-yl]-3-phenylpropanoate (927190-08-7)

Guidance literature:

With pyridine; dicyclohexyl-carbodiimide; In acetonitrile; at 0 - 20 ℃;

DOI:10.1016/j.tet.2006.11.069

Reference yield:

2-((tert-butoxycarbonyl)amino)-3-(2-formyl-1H-indol-3-yl)propanoic acid (927189-97-7) → 2(S)-methyl 2-[4-[(tert-butoxycarbonyl)amino]-3-oxo-3,4,5,10-tetrahydroazepino[3,4-b]indol-2(1H)-yl]-3-phenylpropanoate (927190-08-7)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; NaCNBH₃; MgSO₄ / CH₂Cl₂ / pH 6

2: pyridine; DCC / acetonitrile / 0 - 20 °C

With pyridine; sodium cyanoborohydride; magnesium sulfate; acetic acid; dicyclohexyl-carbodiimide; In dichloromethane; acetonitrile;

DOI:10.1016/j.tet.2006.11.069

Reference yield:

methyl (2S)-2-amino-3-phenylpropanoate (2577-90-4) → 2(S)-methyl 2-[4-[(tert-butoxycarbonyl)amino]-3-oxo-3,4,5,10-tetrahydroazepino[3,4-b]indol-2(1H)-yl]-3-phenylpropanoate (927190-08-7)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; NaCNBH₃; MgSO₄ / CH₂Cl₂ / pH 6

2: pyridine; DCC / acetonitrile / 0 - 20 °C

With pyridine; sodium cyanoborohydride; magnesium sulfate; acetic acid; dicyclohexyl-carbodiimide; In dichloromethane; acetonitrile;

DOI:10.1016/j.tet.2006.11.069

upstream raw materials:

2-((tert-butoxycarbonyl)amino)-3-(2-formyl-1H-indol-3-yl)propanoic acid

methyl (2S)-2-amino-3-phenylpropanoate

(3S)-2-tert-butoxycarbonyl-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid