(R)-(-)-benzyl N-[6-bromo-2-(tert-butyldimethylsilyloxy)hexyl]carbamate

Base Information

Chemical Name:(R)-(-)-benzyl N-[6-bromo-2-(tert-butyldimethylsilyloxy)hexyl]carbamate
CAS No.:253782-18-2
Molecular Formula:C₂₀H₃₄BrNO₃Si
Molecular Weight:444.484
Hs Code.:

Synonyms:(R)-(-)-benzyl N-[6-bromo-2-(tert-butyldimethylsilyloxy)hexyl]carbamate

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Chemical Property of (R)-(-)-benzyl N-[6-bromo-2-(tert-butyldimethylsilyloxy)hexyl]carbamate

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Technology Process of (R)-(-)-benzyl N-[6-bromo-2-(tert-butyldimethylsilyloxy)hexyl]carbamate

There total 4 articles about (R)-(-)-benzyl N-[6-bromo-2-(tert-butyldimethylsilyloxy)hexyl]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: 90.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 253782-14-8
(R)-(-)-benzyl N-(6-bromo-2-hydroxyhexyl)carbamate

: 253782-18-2
(R)-(-)-benzyl N-[6-bromo-2-(tert-butyldimethylsilyloxy)hexyl]carbamate

Guidance literature:: With 1H-imidazole; dmap; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1016/S0957-4166(99)00351-1

Reference yield:

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

: 253782-18-2
(R)-(-)-benzyl N-[6-bromo-2-(tert-butyldimethylsilyloxy)hexyl]carbamate

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / aq. Na₂CO₃ / tetrahydrofuran / 6 h / 0 °C

2: 90 percent / imidazole; 4-(dimethylamino)pyridine / CH₂Cl₂ / 24 h / 20 °C

With 1H-imidazole; dmap; sodium carbonate; In tetrahydrofuran; dichloromethane; 1: Acylation / 2: silylation;
DOI:10.1016/S0957-4166(99)00351-1

Reference yield:

: 164472-77-9
(R)-5-bromo-1-cyanopentyl alcohol

: 253782-18-2
(R)-(-)-benzyl N-[6-bromo-2-(tert-butyldimethylsilyloxy)hexyl]carbamate

Guidance literature:: Multi-step reaction with 3 steps

1: BH₃ / tetrahydrofuran / 6 h / 20 °C

2: 75 percent / aq. Na₂CO₃ / tetrahydrofuran / 6 h / 0 °C

3: 90 percent / imidazole; 4-(dimethylamino)pyridine / CH₂Cl₂ / 24 h / 20 °C

With 1H-imidazole; dmap; borane; sodium carbonate; In tetrahydrofuran; dichloromethane; 1: Reduction / 2: Acylation / 3: silylation;
DOI:10.1016/S0957-4166(99)00351-1