(4S)-4-benzyloxycarbonylamino-2-tert-butyldimethylsiloxymethyl-3-oxo-6-methyl-1-heptene

Base Information

Chemical Name:(4S)-4-benzyloxycarbonylamino-2-tert-butyldimethylsiloxymethyl-3-oxo-6-methyl-1-heptene
CAS No.:214753-22-7
Molecular Formula:C₂₃H₃₇NO₄Si
Molecular Weight:419.637
Hs Code.:

Synonyms:(4S)-4-benzyloxycarbonylamino-2-tert-butyldimethylsiloxymethyl-3-oxo-6-methyl-1-heptene

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4S)-4-benzyloxycarbonylamino-2-tert-butyldimethylsiloxymethyl-3-oxo-6-methyl-1-heptene

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Technology Process of (4S)-4-benzyloxycarbonylamino-2-tert-butyldimethylsiloxymethyl-3-oxo-6-methyl-1-heptene

There total 4 articles about (4S)-4-benzyloxycarbonylamino-2-tert-butyldimethylsiloxymethyl-3-oxo-6-methyl-1-heptene 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: 93.0%

: 214753-68-1
(3RS,4S)-4-benzyloxycarbonylamino-2-tert-butyldimethylsiloxymethyl-3-hydroxy-6-methyl-1-heptene

: 214753-22-7
(4S)-4-benzyloxycarbonylamino-2-tert-butyldimethylsiloxymethyl-3-oxo-6-methyl-1-heptene

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 20 ℃;
DOI:10.1016/S0968-0896(98)00089-3

Reference yield:

: 70853-26-8,86852-22-4,71413-15-5
N-carbobenzoxy-L-leucinal

: 214753-22-7
(4S)-4-benzyloxycarbonylamino-2-tert-butyldimethylsiloxymethyl-3-oxo-6-methyl-1-heptene

Guidance literature:: Multi-step reaction with 3 steps

1.1: t-BuLi / diethyl ether / 4 h / -78 - 0 °C

1.2: 54 percent / diethyl ether / 3.5 h / -78 - 0 °C

2.1: 80 percent / imidazole / tetrahydrofuran / 12 h / 20 °C

3.1: 93 percent / (ClCO)2; Et₃N; DMSO / CH₂Cl₂ / -78 - 20 °C

With 1H-imidazole; oxalyl dichloride; tert.-butyl lithium; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 1.1: Metallation / 1.2: Addition / 2.1: Substitution / 3.1: Swern oxidation;
DOI:10.1016/S0968-0896(98)00089-3

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 214753-22-7
(4S)-4-benzyloxycarbonylamino-2-tert-butyldimethylsiloxymethyl-3-oxo-6-methyl-1-heptene

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / imidazole / tetrahydrofuran / 12 h / 20 °C

2: 93 percent / (ClCO)2; Et₃N; DMSO / CH₂Cl₂ / -78 - 20 °C

With 1H-imidazole; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 1: Substitution / 2: Swern oxidation;
DOI:10.1016/S0968-0896(98)00089-3