threo-Methyl 4-<(benzyloksycarbonyl)amino>-3-<(tert-butyldimethylsilyl)oxy>pentanoate

Base Information

Chemical Name:threo-Methyl 4-<(benzyloksycarbonyl)amino>-3-<(tert-butyldimethylsilyl)oxy>pentanoate
CAS No.:120966-64-5
Molecular Formula:C₂₀H₃₃NO₅Si
Molecular Weight:395.571
Hs Code.:

Synonyms:threo-Methyl 4-<(benzyloksycarbonyl)amino>-3-<(tert-butyldimethylsilyl)oxy>pentanoate

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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 threo-Methyl 4-<(benzyloksycarbonyl)amino>-3-<(tert-butyldimethylsilyl)oxy>pentanoate

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Technology Process of threo-Methyl 4-<(benzyloksycarbonyl)amino>-3-<(tert-butyldimethylsilyl)oxy>pentanoate

There total 3 articles about threo-Methyl 4-<(benzyloksycarbonyl)amino>-3-<(tert-butyldimethylsilyl)oxy>pentanoate 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: 94.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 109579-16-0,120021-35-4,120021-36-5,121010-19-3,121010-20-6
threo-Methyl 4-<(benzyloxycarbonyl)amino>-3-hydroxypentanoate

: 120966-64-5
threo-Methyl 4-<(benzyloksycarbonyl)amino>-3-<(tert-butyldimethylsilyl)oxy>pentanoate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 20h; Ambient temperature;
DOI:10.1021/ja00194a033

Reference yield:

: 105499-10-3
(1(S)-methyl-2-oxo-ethyl)-carbamic acid benzyl ester

: 120966-64-5
threo-Methyl 4-<(benzyloksycarbonyl)amino>-3-<(tert-butyldimethylsilyl)oxy>pentanoate

Guidance literature:: Multi-step reaction with 3 steps

1: Et₂AlCl / CH₂Cl₂ / 1.) -78 deg C, 70 min, 2.) -78 deg C -> room temp., 3 h

2: 1.) O₃, 2.) (CH₃)2S / 1.) CH₂Cl₂, Py, -78 deg C, 2.) room temp., 6h

3: 94 percent / Imidazole / dimethylformamide / 20 h / Ambient temperature

With 1H-imidazole; dimethylsulfide; ozone; diethylaluminium chloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00194a033

Reference yield:

: 120966-61-2,120966-62-3
(Z)-6-Benzyloxycarbonylamino-5-hydroxy-3-methoxy-hept-2-enoic acid methyl ester

: 120966-64-5
threo-Methyl 4-<(benzyloksycarbonyl)amino>-3-<(tert-butyldimethylsilyl)oxy>pentanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) O₃, 2.) (CH₃)2S / 1.) CH₂Cl₂, Py, -78 deg C, 2.) room temp., 6h

2: 94 percent / Imidazole / dimethylformamide / 20 h / Ambient temperature

With 1H-imidazole; dimethylsulfide; ozone; In N,N-dimethyl-formamide;
DOI:10.1021/ja00194a033