Benzyl-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: Benzyl-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester
• CAS No.: 209266-19-3
• Molecular Formula: C₂₁H₃₇NO₄Si
• Molecular Weight: 395.615
• Mol file: 209266-19-3.mol

Synonyms:Benzyl-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester

Chemical Property of Benzyl-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzyl-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester

There total 4 articles about Benzyl-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester 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:

di-tert-butyl dicarbonate (24424-99-5) → Benzyl-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester (209266-19-3)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether / Ambient temperature

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

3: LiBH₄ / tetrahydrofuran; ethanol / 20 h

With 1H-imidazole; lithium borohydride; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(98)00299-3

Reference yield:

(S)-N-benzylserine methyl ester (123639-56-5) → Benzyl-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester (209266-19-3)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether / Ambient temperature

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

3: LiBH₄ / tetrahydrofuran; ethanol / 20 h

With 1H-imidazole; lithium borohydride; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(98)00299-3

Reference yield:

benzaldehyde (100-52-7) → Benzyl-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester (209266-19-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) Et₃N, 2) NaBH₄ / 1) MeOH, room temperature, 2 h, 2) MeOH, 30 min

2: diethyl ether / Ambient temperature

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

4: LiBH₄ / tetrahydrofuran; ethanol / 20 h

With 1H-imidazole; sodium tetrahydroborate; lithium borohydride; triethylamine; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(98)00299-3

upstream raw materials:

di-tert-butyl dicarbonate

(S)-N-benzylserine methyl ester

benzaldehyde

methyl N-benzyl-N-(tert-butoxycarbonyl)-L-serinate

Downstream raw materials:

Benzyl-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-formyl-ethyl]-carbamic acid tert-butyl ester