(2R,3S)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-vinyl-pentanoic acid methyl ester

Base Information

Chemical Name:(2R,3S)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-vinyl-pentanoic acid methyl ester
CAS No.:82919-24-2
Molecular Formula:C₂₁H₃₄O₄Si
Molecular Weight:378.584
Hs Code.:

Synonyms:(2R,3S)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-vinyl-pentanoic acid methyl ester

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

Chemical Property:

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

There total 7 articles about (2R,3S)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-vinyl-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:

: 69739-34-0
t-butyldimethylsiyl triflate

: 82919-33-3
(2R,3S)-5-Benzyloxy-3-hydroxy-2-vinyl-pentanoic acid methyl ester

: 82919-24-2
(2R,3S)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-vinyl-pentanoic acid methyl ester

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 0.25h;
DOI:10.1021/ja00384a060

Reference yield:

: 19790-60-4
3-Benzyloxypropanal

: 82919-24-2
(2R,3S)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-vinyl-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: (c-C₅H₉)2BOTf, (2-C₃H₇)2NEt / CH₂Cl₂ / 2 h / 0 °C

2: conc. HF / acetonitrile / 3 h / Ambient temperature

3: ozone / CH₂Cl₂ / -78 °C

4: pyridine / hexane / 1 h / 50 °C

5: sodium m-periodate / methanol; H₂O / 5 h / Ambient temperature

6: diethyl ether / 0 °C

7: 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

With pyridine; 2,6-dimethylpyridine; sodium periodate; dicyclopentylboron trifluoromethanesulfonate; hydrogen fluoride; ozone; N-ethyl-N,N-diisopropylamine; In methanol; diethyl ether; hexane; dichloromethane; water; acetonitrile;
DOI:10.1021/ja00384a060

Reference yield:

: 82932-71-6
(2R,3S)-5-Benzyloxy-3-hydroxy-2-vinyl-pentanoic acid

: 82919-24-2
(2R,3S)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-vinyl-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: diethyl ether / 0 °C

2: 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

With 2,6-dimethylpyridine; In diethyl ether; dichloromethane;
DOI:10.1021/ja00384a060