(2R,3R,4S)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentanoic acid methyl ester

Base Information

• Chemical Name: (2R,3R,4S)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentanoic acid methyl ester
• CAS No.: 367264-63-9
• Molecular Formula: C₂₄H₃₄O₄Si
• Molecular Weight: 414.617
• Mol file: 367264-63-9.mol

Synonyms:(2R,3R,4S)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentanoic acid methyl ester

Chemical Property of (2R,3R,4S)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R,4S)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentanoic acid methyl ester

There total 1 articles about (2R,3R,4S)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentanoic acid methyl 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:

(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal (92817-88-4) + (1-methoxy-2-phenylselanyl-propenyloxy)-trimethyl-silane (414858-85-8) → (2S,3S,4S)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentanoic acid methyl ester + (2R,3S,4S)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentanoic acid methyl ester (204202-29-9) + (2S,3R,4S)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentanoic acid methyl ester (367264-31-1) + (2R,3R,4S)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentanoic acid methyl ester (367264-63-9)

Guidance literature:

(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal; (1-methoxy-2-phenylselanyl-propenyloxy)-trimethyl-silane; With dimethylaluminum chloride; In dichloromethane; at -78 ℃; for 1h;

With triethyl borane; tri-n-butyl-tin hydride; In dichloromethane; at -78 ℃; Further stages.;

DOI:10.1021/ja010805m

Reference yield: 79.0%

O-(4-methoxybenzyl)-trichloroacetimidate (89238-99-3) + (2R,3R,4S)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentanoic acid methyl ester (367264-63-9) → methyl (2R,3R,4S)-5-(tert-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanoate (1096707-27-5)

Guidance literature:

With trifluorormethanesulfonic acid; In diethyl ether; at 0 ℃; for 20h; Inert atmosphere;

DOI:10.1021/jo8021583

Reference yield: 77.0%

O-benzyl 2,2,2-trichloroacetimidate (81927-55-1) + (2R,3R,4S)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentanoic acid methyl ester (367264-63-9) → methyl (2R,3R,4S)-3-(benzyloxy)-5-(tert-butyldiphenylsilyloxy)-2,4-dimethylpentanoate (1096707-18-4)

Guidance literature:

With trifluorormethanesulfonic acid; In dichloromethane; cyclohexane; at 0 ℃; Inert atmosphere;

DOI:10.1021/jo8021583

upstream raw materials:

(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal

(1-methoxy-2-phenylselanyl-propenyloxy)-trimethyl-silane

Downstream raw materials:

methyl (2R,3R,4S)-3-(benzyloxy)-5-(tert-butyldiphenylsilyloxy)-2,4-dimethylpentanoate

methyl (2R,3R,4S)-5-(tert-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanoate