tert-butyl methyl((R)-azepan-2-one-3-ylamino-(S)-oxo-3-phenylpropan-2-yl)carbamate

Base Information

Chemical Name:tert-butyl methyl((R)-azepan-2-one-3-ylamino-(S)-oxo-3-phenylpropan-2-yl)carbamate
CAS No.:1067658-96-1
Molecular Formula:C₂₁H₃₁N₃O₄
Molecular Weight:389.495
Hs Code.:

Synonyms:tert-butyl methyl((R)-azepan-2-one-3-ylamino-(S)-oxo-3-phenylpropan-2-yl)carbamate

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Chemical Property of tert-butyl methyl((R)-azepan-2-one-3-ylamino-(S)-oxo-3-phenylpropan-2-yl)carbamate

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Technology Process of tert-butyl methyl((R)-azepan-2-one-3-ylamino-(S)-oxo-3-phenylpropan-2-yl)carbamate

There total 4 articles about tert-butyl methyl((R)-azepan-2-one-3-ylamino-(S)-oxo-3-phenylpropan-2-yl)carbamate 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:

: 37553-65-4
Boc-N-Me-Phe-OH

: 28957-33-7
(R)-3-amino-azepan-2-one

: 1067658-96-1
tert-butyl methyl((R)-azepan-2-one-3-ylamino-(S)-oxo-3-phenylpropan-2-yl)carbamate

Guidance literature:: Boc-N-Me-Phe-OH; With N-cyclohexylcarbodiimide-N'-propyloxymethyl polystyrene; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

With benzotriazol-1-ol; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

(R)-3-amino-azepan-2-one; In methanol; dichloromethane; N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1021/ol801842v

Reference yield:

: 37553-65-4
Boc-N-Me-Phe-OH

: D-α-amino-ε-caprolactam trifluoroacetate

: 1067658-96-1
tert-butyl methyl((R)-azepan-2-one-3-ylamino-(S)-oxo-3-phenylpropan-2-yl)carbamate

Guidance literature:: With 2,4,6-trimethyl-pyridine; 1-[(1-(cyano-?2-?ethoxy-?2-?oxoethylidenaminooxy)?dimethylamino-?morpholino)]-uronium hexafluorophosphate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 21h;
DOI:10.1021/acs.jnatprod.7b00684

Reference yield:

: 106691-72-9
3(R)--2-oxoperhydroazepine

: 1067658-96-1
tert-butyl methyl((R)-azepan-2-one-3-ylamino-(S)-oxo-3-phenylpropan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1: dichloromethane / 4 h / 0 - 20 °C

2: 1-[(1-(cyano-?2-?ethoxy-?2-?oxoethylidenaminooxy)?dimethylamino-?morpholino)]-uronium hexafluorophosphate; 2,4,6-trimethyl-pyridine / N,N-dimethyl-formamide / 21 h / 0 - 20 °C

With 2,4,6-trimethyl-pyridine; 1-[(1-(cyano-?2-?ethoxy-?2-?oxoethylidenaminooxy)?dimethylamino-?morpholino)]-uronium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/acs.jnatprod.7b00684