(R)-benzyl (1-((tert-butyldimethylsilyl)oxy)-3-hydroxypropan-2-yl)carbamate

Base Information

Chemical Name:(R)-benzyl (1-((tert-butyldimethylsilyl)oxy)-3-hydroxypropan-2-yl)carbamate
CAS No.:154659-09-3
Molecular Formula:C₁₇H₂₉NO₄Si
Molecular Weight:339.507
Hs Code.:

Synonyms:(R)-benzyl (1-((tert-butyldimethylsilyl)oxy)-3-hydroxypropan-2-yl)carbamate

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Chemical Property of (R)-benzyl (1-((tert-butyldimethylsilyl)oxy)-3-hydroxypropan-2-yl)carbamate

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Technology Process of (R)-benzyl (1-((tert-butyldimethylsilyl)oxy)-3-hydroxypropan-2-yl)carbamate

There total 6 articles about (R)-benzyl (1-((tert-butyldimethylsilyl)oxy)-3-hydroxypropan-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: 95.0%

: 154161-05-4
L-N-(benzyloxycarbonyl)-O-<(1,1-dimethylethyl)dimethylsilyloxy>serine methyl ester

: 154659-09-3
(R)-benzyl (1-((tert-butyldimethylsilyl)oxy)-3-hydroxypropan-2-yl)carbamate

Guidance literature:: With sodium tetrahydroborate; In methanol; at 50 ℃;
DOI:10.1016/S0040-4039(00)61611-8

Reference yield:

: 1676-81-9
N-benzyloxycarbonyl-L-serine methyl ester

: 154659-09-3
(R)-benzyl (1-((tert-butyldimethylsilyl)oxy)-3-hydroxypropan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1: imidazole / CH₂Cl₂; dimethylformamide / 3 h / Ambient temperature

2: LiBH₄ / tetrahydrofuran; ethanol / 20 h

With 1H-imidazole; lithium borohydride; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(98)00299-3

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 154659-09-3
(R)-benzyl (1-((tert-butyldimethylsilyl)oxy)-3-hydroxypropan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

1: K₂CO₃*1.5H₂O / H₂O; tetrahydrofuran / 4 h / 0 - 20 °C

2: imidazole / dimethylformamide / 8 h

3: CaCl₂, NaBH₄ / tetrahydrofuran; ethanol / 3 h / 0 - 20 °C

With 1H-imidazole; sodium tetrahydroborate; potassium carbonate; calcium chloride; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/ja00083a017