Benzoic acid (1R,2R)-2-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-2-(toluene-4-sulfonyloxy)-ethyl]-5-(2,2-dimethyl-propionyloxy)-1-vinyl-pentyl ester

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Chemical Name:Benzoic acid (1R,2R)-2-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-2-(toluene-4-sulfonyloxy)-ethyl]-5-(2,2-dimethyl-propionyloxy)-1-vinyl-pentyl ester
CAS No.:769126-86-5
Molecular Formula:C₃₄H₅₀O₈SSi
Molecular Weight:646.918
Hs Code.:

Synonyms:Benzoic acid (1R,2R)-2-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-2-(toluene-4-sulfonyloxy)-ethyl]-5-(2,2-dimethyl-propionyloxy)-1-vinyl-pentyl ester

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Chemical Property of Benzoic acid (1R,2R)-2-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-2-(toluene-4-sulfonyloxy)-ethyl]-5-(2,2-dimethyl-propionyloxy)-1-vinyl-pentyl ester

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Technology Process of Benzoic acid (1R,2R)-2-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-2-(toluene-4-sulfonyloxy)-ethyl]-5-(2,2-dimethyl-propionyloxy)-1-vinyl-pentyl ester

There total 7 articles about Benzoic acid (1R,2R)-2-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-2-(toluene-4-sulfonyloxy)-ethyl]-5-(2,2-dimethyl-propionyloxy)-1-vinyl-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: 99.0%

: 769126-84-3
(2S,3R,4R)-4-[(benzoyl)oxy]-2-[(tert-butyldimethylsilyl)oxy]-3-[3-(pivaloyloxy)propyl]hexa-5-ene-1-ol

: 98-59-9
p-toluenesulfonyl chloride

: 769126-86-5
Benzoic acid (1R,2R)-2-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-2-(toluene-4-sulfonyloxy)-ethyl]-5-(2,2-dimethyl-propionyloxy)-1-vinyl-pentyl ester

Guidance literature:: With pyridine; at 20 ℃; for 17.5h;
DOI:10.1016/j.tet.2004.05.113

Reference yield:

: 769126-80-9
methyl 4,6-O-benzylidene-3-deoxy-3-C-(3-hydroxypropyl)-α-D-altopyranoside

: 769126-86-5
Benzoic acid (1R,2R)-2-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-2-(toluene-4-sulfonyloxy)-ethyl]-5-(2,2-dimethyl-propionyloxy)-1-vinyl-pentyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / pyridine / 12 h / 20 °C

2: 96 percent / 2,6-lutidine / CH₂Cl₂ / 13 h / 20 °C

3: 94 percent / NBS; BaCO₃ / CCl₄ / 0.5 h / 80 °C

4: 89 percent / Zn; NaBH₃CN / propan-1-ol; H₂O / 1.5 h / 95 °C

5: 99 percent / pyridine / 17.5 h / 20 °C

With pyridine; 2,6-dimethylpyridine; N-Bromosuccinimide; sodium cyanoborohydride; barium carbonate; zinc; In propan-1-ol; tetrachloromethane; dichloromethane; water;
DOI:10.1016/j.tet.2004.05.113

Reference yield:

: 769126-81-0
methyl 4,6-O-benzylidene-3-deoxy-3-[(3-pivaloyloxy)propyl]-α-D-altropyranoside

: 769126-86-5
Benzoic acid (1R,2R)-2-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-2-(toluene-4-sulfonyloxy)-ethyl]-5-(2,2-dimethyl-propionyloxy)-1-vinyl-pentyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / 2,6-lutidine / CH₂Cl₂ / 13 h / 20 °C

2: 94 percent / NBS; BaCO₃ / CCl₄ / 0.5 h / 80 °C

3: 89 percent / Zn; NaBH₃CN / propan-1-ol; H₂O / 1.5 h / 95 °C

4: 99 percent / pyridine / 17.5 h / 20 °C

With pyridine; 2,6-dimethylpyridine; N-Bromosuccinimide; sodium cyanoborohydride; barium carbonate; zinc; In propan-1-ol; tetrachloromethane; dichloromethane; water;
DOI:10.1016/j.tet.2004.05.113