Toluene-4-sulfonic acid (2S,3R,4S)-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (2S,3R,4S)-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentyl ester
CAS No.:183293-43-8
Molecular Formula:C₂₀H₃₆O₅SSi
Molecular Weight:416.654
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (2S,3R,4S)-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentyl ester

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Chemical Property of Toluene-4-sulfonic acid (2S,3R,4S)-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentyl ester

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Technology Process of Toluene-4-sulfonic acid (2S,3R,4S)-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentyl ester

There total 10 articles about Toluene-4-sulfonic acid (2S,3R,4S)-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentyl 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:

: 18162-48-6
tert-butyldimethylsilyl chloride

: Toluene-4-sulfonic acid (2S,3R,4S)-3,5-dihydroxy-2,4-dimethyl-pentyl ester

: 40217-17-2,90719-32-7,120574-96-1,102029-44-7
(R)-4-(phenylmethyl)-2-oxazolidinone

: 183293-43-8
Toluene-4-sulfonic acid (2S,3R,4S)-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; for 2h; Yield given. Yields of byproduct given; Ambient temperature;
DOI:10.1021/jo9809433

Reference yield:

: 108393-28-8
(2S,3R,4S)-5-benzyloxy-2,3-dimethylpentane-1,4-diol

: 183293-43-8
Toluene-4-sulfonic acid (2S,3R,4S)-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N, DMAP / CH₂Cl₂ / 1 h / Ambient temperature

2: 78 percent / H₂ / Pd/C / ethanol / 7.5 h / 2280 Torr

3: Et₃N, DMAP / CH₂Cl₂ / 3 h / 0 °C

With dmap; hydrogen; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane;
DOI:10.1021/jo9809433

Reference yield:

: 183293-40-5
(2S,3S,4S)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentan-3-ol

: 183293-43-8
Toluene-4-sulfonic acid (2S,3R,4S)-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / H₂ / Pd/C / ethanol / 7.5 h / 2280 Torr

2: Et₃N, DMAP / CH₂Cl₂ / 3 h / 0 °C

With dmap; hydrogen; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane;
DOI:10.1021/jo9809433