tert-butyl 3-(tert-butyldimethylsilyloxy)-2-hydroxypropylcarbamate

Base Information

• Chemical Name: tert-butyl 3-(tert-butyldimethylsilyloxy)-2-hydroxypropylcarbamate
• CAS No.: 195197-94-5
• Molecular Formula: C14H31NO4Si
• Molecular Weight: 305.49
• Mol file: 195197-94-5.mol

Synonyms:[3-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-carbamic Acid Tert-Butyl Ester;tert-butyl (3-((tert-butyldimethylsilyl)oxy)-2-hydroxypropyl)carbamate;tert-butyl 3-(tert-butyldimethylsilyloxy)-2-hydroxypropylcarbamate;

Chemical Property of tert-butyl 3-(tert-butyldimethylsilyloxy)-2-hydroxypropylcarbamate

Chemical Property:

• PSA: 67.79000
• LogP: 3.28470

Purity/Quality:

97% ^*data from raw suppliers

[3-(tert-Butyldimethylsilanyloxy)-2-hydroxypropyl]carbamic acid tert-butyl ester 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 3-(tert-butyldimethylsilyloxy)-2-hydroxypropylcarbamate

There total 3 articles about tert-butyl 3-(tert-butyldimethylsilyloxy)-2-hydroxypropylcarbamate 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%

tert-butyl N-(2,3-dihydroxypropyl)carbamate (137618-48-5) + tert-butyldimethylsilyl chloride (18162-48-6) → [3-(tert-butyldimethylsilanyloxy)-2-hydroxypropyl]carbamic acid tert-butyl ester (195197-94-5)

Guidance literature:

With dmap; triethylamine; In dichloromethane;

DOI:10.1139/v97-113

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → [3-(tert-butyldimethylsilanyloxy)-2-hydroxypropyl]carbamic acid tert-butyl ester (195197-94-5)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol / 2 h / 20 °C

2: triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 18 h / 20 °C

With dmap; triethylamine; In ethanol; dichloromethane;

DOI:10.1021/jm051051f

Reference yield:

tert-butyldicarbonate (34619-03-9) → [3-(tert-butyldimethylsilanyloxy)-2-hydroxypropyl]carbamic acid tert-butyl ester (195197-94-5)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / methanol / 2 h / 0 - 25 °C

2: 1H-imidazole / dichloromethane / 2 h / 0 - 25 °C

With 1H-imidazole; triethylamine; In methanol; dichloromethane;

upstream raw materials:

tert-butyl N-(2,3-dihydroxypropyl)carbamate

tert-butyldimethylsilyl chloride

di-tert-butyl dicarbonate

tert-butyldicarbonate

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