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

Base Information

Chemical Name:(2S,3R,4S)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentanoic acid methyl ester
CAS No.:367264-31-1
Molecular Formula:C₂₄H₃₄O₄Si
Molecular Weight:414.617
Hs Code.:

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

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

Chemical Property:

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

There total 3 articles about (2S,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:

: 92817-88-4
(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal

: 414858-85-8
(1-methoxy-2-phenylselanyl-propenyloxy)-trimethyl-silane

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

: 204202-29-9
(2R,3S,4S)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentanoic acid methyl ester

: 367264-31-1
(2S,3R,4S)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentanoic acid methyl ester

: 367264-63-9
(2R,3R,4S)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentanoic acid methyl ester

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:

: C₂₄H₃₃BrO₄Si

: 367264-31-1
(2S,3R,4S)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentanoic acid methyl ester

Guidance literature:: C₂₄H₃₃BrO₄Si; With di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃; Inert atmosphere;

With triethyl borane; oxygen; tri-n-butyl-tin hydride; In dichloromethane; at -78 ℃; Inert atmosphere;
DOI:10.1021/jo2013884

Reference yield:

: 92817-88-4
(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal

: 367264-31-1
(2S,3R,4S)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: boron trifluoride diethyl etherate / dichloromethane / -78 °C / Inert atmosphere

2.1: di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine / dichloromethane / -78 °C / Inert atmosphere

2.2: -78 °C / Inert atmosphere

With di-n-butylboryl trifluoromethanesulfonate; boron trifluoride diethyl etherate; N-ethyl-N,N-diisopropylamine; In dichloromethane; 1.1: Mukaiyama reaction;
DOI:10.1021/jo2013884