ethyl (2R,3S)-2-benzyl-4-(tert-butyldimethylsilyloxy)-3-hydroxybutanoate

Base Information

Chemical Name:ethyl (2R,3S)-2-benzyl-4-(tert-butyldimethylsilyloxy)-3-hydroxybutanoate
CAS No.:1431382-21-6
Molecular Formula:C₁₉H₃₂O₄Si
Molecular Weight:352.546
Hs Code.:

Synonyms:ethyl (2R,3S)-2-benzyl-4-(tert-butyldimethylsilyloxy)-3-hydroxybutanoate

Suppliers and Price of ethyl (2R,3S)-2-benzyl-4-(tert-butyldimethylsilyloxy)-3-hydroxybutanoate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of ethyl (2R,3S)-2-benzyl-4-(tert-butyldimethylsilyloxy)-3-hydroxybutanoate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of ethyl (2R,3S)-2-benzyl-4-(tert-butyldimethylsilyloxy)-3-hydroxybutanoate

There total 1 articles about ethyl (2R,3S)-2-benzyl-4-(tert-butyldimethylsilyloxy)-3-hydroxybutanoate 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: 54.0%

: 142775-59-5
ethyl (3S)-3-O-tert-butyldimethylsilyl-3,4-dihydroxybutanate

: 1431382-21-6
ethyl (2R,3S)-2-benzyl-4-(tert-butyldimethylsilyloxy)-3-hydroxybutanoate

Guidance literature:: ethyl (3S)-3-O-tert-butyldimethylsilyl-3,4-dihydroxybutanate; With n-butyllithium; lithium hexamethyldisilazane; In tetrahydrofuran; at -45 ℃; for 0.5h; Inert atmosphere;

benzyl halide; With 1,3-dimethyl-2-imidazolidinone; In tetrahydrofuran; at -45 ℃; for 0.5h; stereoselective reaction; Inert atmosphere;
DOI:10.3390/molecules18021933

Reference yield: 76.0%

: 1431382-21-6
ethyl (2R,3S)-2-benzyl-4-(tert-butyldimethylsilyloxy)-3-hydroxybutanoate

: 74808-10-9
O-(2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl)trichloroacetimidate

: 1431382-26-1
ethyl (2R,3S)-2-benzyl-4-(tert-butyldimethylsilyloxy)-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)butanoate

Guidance literature:: ethyl (2R,3S)-2-benzyl-4-(tert-butyldimethylsilyloxy)-3-hydroxybutanoate; O-(2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl)trichloroacetimidate; In dichloromethane; at 20 ℃; for 1h; Molecular sieve; Inert atmosphere;

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 - 20 ℃; for 0.5h; Inert atmosphere; Molecular sieve;
DOI:10.3390/molecules18021933

Reference yield:

: 1431382-21-6
ethyl (2R,3S)-2-benzyl-4-(tert-butyldimethylsilyloxy)-3-hydroxybutanoate

: 1255239-78-1
(2R,3S)-2-benzyl-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)butanolide

Guidance literature:: Multi-step reaction with 3 steps

1.1: dichloromethane / 1 h / 20 °C / Molecular sieve; Inert atmosphere

1.2: 0.5 h / -20 - 20 °C / Inert atmosphere; Molecular sieve

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

3.1: toluene-4-sulfonic acid / 1,4-dioxane / 20 °C

With tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane;
DOI:10.3390/molecules18021933