benzyl (5R)-6-(benzylamino)-5-[(4R)-4-[(3,3-diphenylpropanoyl)amino]-3-oxo-3,4,5,10-tetrahydroazepino[3,4-b]indol-2(1H)-yl]-6-oxohexylcarbamate

Base Information

• Chemical Name: benzyl (5R)-6-(benzylamino)-5-[(4R)-4-[(3,3-diphenylpropanoyl)amino]-3-oxo-3,4,5,10-tetrahydroazepino[3,4-b]indol-2(1H)-yl]-6-oxohexylcarbamate
• CAS No.: 945534-39-4
• Molecular Formula: C₄₈H₄₉N₅O₅
• Molecular Weight: 775.948
• Mol file: 945534-39-4.mol

Synonyms:benzyl (5R)-6-(benzylamino)-5-[(4R)-4-[(3,3-diphenylpropanoyl)amino]-3-oxo-3,4,5,10-tetrahydroazepino[3,4-b]indol-2(1H)-yl]-6-oxohexylcarbamate

Chemical Property of benzyl (5R)-6-(benzylamino)-5-[(4R)-4-[(3,3-diphenylpropanoyl)amino]-3-oxo-3,4,5,10-tetrahydroazepino[3,4-b]indol-2(1H)-yl]-6-oxohexylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl (5R)-6-(benzylamino)-5-[(4R)-4-[(3,3-diphenylpropanoyl)amino]-3-oxo-3,4,5,10-tetrahydroazepino[3,4-b]indol-2(1H)-yl]-6-oxohexylcarbamate

There total 5 articles about benzyl (5R)-6-(benzylamino)-5-[(4R)-4-[(3,3-diphenylpropanoyl)amino]-3-oxo-3,4,5,10-tetrahydroazepino[3,4-b]indol-2(1H)-yl]-6-oxohexylcarbamate 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:

C33H37N5O4 + 3,3-Diphenylpropionic acid (606-83-7) → benzyl (5R)-6-(benzylamino)-5-[(4R)-4-[(3,3-diphenylpropanoyl)amino]-3-oxo-3,4,5,10-tetrahydroazepino[3,4-b]indol-2(1H)-yl]-6-oxohexylcarbamate (945534-39-4)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1021/jm070246f

Reference yield:

Boc-2'-formyl-D-tryptophan (945534-33-8) → benzyl (5R)-6-(benzylamino)-5-[(4R)-4-[(3,3-diphenylpropanoyl)amino]-3-oxo-3,4,5,10-tetrahydroazepino[3,4-b]indol-2(1H)-yl]-6-oxohexylcarbamate (945534-39-4)

Guidance literature:

Multi-step reaction with 4 steps

1: N-methyl-morpholine; MgSO₄; NaCNBH₃ / CH₂Cl₂ / 2 h / pH 6

2: pyridine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / acetonitrile; H₂O / 0 - 20 °C

3: aq. TFA / acetonitrile / 1 h / 20 °C

4: NEt₃; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 20 °C

With 4-methyl-morpholine; pyridine; sodium cyanoborohydride; magnesium sulfate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In dichloromethane; water; acetonitrile;

DOI:10.1021/jm070246f

Reference yield:

C38H47N5O7 (1026316-05-1) → benzyl (5R)-6-(benzylamino)-5-[(4R)-4-[(3,3-diphenylpropanoyl)amino]-3-oxo-3,4,5,10-tetrahydroazepino[3,4-b]indol-2(1H)-yl]-6-oxohexylcarbamate (945534-39-4)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / acetonitrile; H₂O / 0 - 20 °C

2: aq. TFA / acetonitrile / 1 h / 20 °C

3: NEt₃; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 20 °C

With pyridine; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In dichloromethane; water; acetonitrile;

DOI:10.1021/jm070246f

upstream raw materials:

3,3-Diphenylpropionic acid

Boc-2'-formyl-D-tryptophan

C₃₈H₄₇N₅O₇

benzyl (5R)-6-(benzylamino)-5-[(4R)-4-[(tert-butoxycarbonyl)amino]-3-oxo-3,4,5,10-tetrahydroazepino[3,4-b]indol-2(1H)-yl]-6-oxohexylcarbamate