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

Base Information

Chemical Name:benzyl (5R)-6-(benzylamino)-6-oxo-5-[(4R)-3-oxo-4-[(phenylacetyl)amino]-3,4,5,10-tetrahydroazepino[3,4-b]indol-2(1H)-yl]hexylcarbamate
CAS No.:945534-38-3
Molecular Formula:C₄₁H₄₃N₅O₅
Molecular Weight:685.823
Hs Code.:

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

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

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

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

: 103-82-2
phenylacetic acid

: C₃₃H₃₇N₅O₄

: 945534-38-3
benzyl (5R)-6-(benzylamino)-6-oxo-5-[(4R)-3-oxo-4-[(phenylacetyl)amino]-3,4,5,10-tetrahydroazepino[3,4-b]indol-2(1H)-yl]hexylcarbamate

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1021/jm070246f

Reference yield:

: 945534-33-8
Boc-2'-formyl-D-tryptophan

: 945534-38-3
benzyl (5R)-6-(benzylamino)-6-oxo-5-[(4R)-3-oxo-4-[(phenylacetyl)amino]-3,4,5,10-tetrahydroazepino[3,4-b]indol-2(1H)-yl]hexylcarbamate

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:

: 1026316-05-1
C₃₈H₄₇N₅O₇

: 945534-38-3
benzyl (5R)-6-(benzylamino)-6-oxo-5-[(4R)-3-oxo-4-[(phenylacetyl)amino]-3,4,5,10-tetrahydroazepino[3,4-b]indol-2(1H)-yl]hexylcarbamate

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