(2R,3S,7R,8R,11R,12R)-1-t-butyldiphenylsilyloxy-11,12-(isopropylidenedioxy)-3,7-oxido-2,8-tetracosanediol di-p-toluenesulfonate

Base Information

Chemical Name:(2R,3S,7R,8R,11R,12R)-1-t-butyldiphenylsilyloxy-11,12-(isopropylidenedioxy)-3,7-oxido-2,8-tetracosanediol di-p-toluenesulfonate
CAS No.:537665-75-1
Molecular Formula:C₅₇H₈₂O₁₀S₂Si
Molecular Weight:1019.49
Hs Code.:

(2R,3S,7R,8R,11R,12R)-1-t-butyldiphenylsilyloxy-11,12-(isopropylidenedioxy)-3,7-oxido-2,8-tetracosanediol di-p-toluenesulfonate

Synonyms:

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Chemical Property of (2R,3S,7R,8R,11R,12R)-1-t-butyldiphenylsilyloxy-11,12-(isopropylidenedioxy)-3,7-oxido-2,8-tetracosanediol di-p-toluenesulfonate

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Technology Process of (2R,3S,7R,8R,11R,12R)-1-t-butyldiphenylsilyloxy-11,12-(isopropylidenedioxy)-3,7-oxido-2,8-tetracosanediol di-p-toluenesulfonate

There total 7 articles about (2R,3S,7R,8R,11R,12R)-1-t-butyldiphenylsilyloxy-11,12-(isopropylidenedioxy)-3,7-oxido-2,8-tetracosanediol di-p-toluenesulfonate 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:

: 98-59-9
p-toluenesulfonyl chloride

: 537665-73-9
(2R,3S,7R,8R,11R,12R)-1-t-butyldiphenylsilyloxy-11,12-(isopropylidenedioxy)-3,7-oxido-2,8-tetracosanediol

: 537665-75-1
(2R,3S,7R,8R,11R,12R)-1-t-butyldiphenylsilyloxy-11,12-(isopropylidenedioxy)-3,7-oxido-2,8-tetracosanediol di-p-toluenesulfonate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 12h;
DOI:10.1016/S0040-4020(03)00135-2

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 537665-75-1
(2R,3S,7R,8R,11R,12R)-1-t-butyldiphenylsilyloxy-11,12-(isopropylidenedioxy)-3,7-oxido-2,8-tetracosanediol di-p-toluenesulfonate

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / imidazole / dimethylformamide; CH₂Cl₂ / 12 h / 0 - 20 °C

2: AD-mix β; methanesulfonamide / 2-methyl-propan-2-ol; H2O / 14 h / 0 °C

3: d-camphorsulfonic acid / CH₂Cl₂ / 2 h / 20 °C

4: 226 mg / d-camphorsulfonic acid / CH₂Cl₂ / 3.5 h / 20 °C

5: N,N-dimethylaminopyridine; Et₃N / CH₂Cl₂ / 12 h / 0 - 20 °C

With 1H-imidazole; dmap; methanesulfonamide; (1S)-10-camphorsulfonic acid; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; In dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/S0040-4020(03)00135-2

Reference yield:

: 485322-62-1
(1R,4R,5R)-1-{(2R,6S)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-ethyl]-tetrahydro-pyran-2-yl}-heptadecane-1,4,5-triol

: 537665-75-1
(2R,3S,7R,8R,11R,12R)-1-t-butyldiphenylsilyloxy-11,12-(isopropylidenedioxy)-3,7-oxido-2,8-tetracosanediol di-p-toluenesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: 226 mg / d-camphorsulfonic acid / CH₂Cl₂ / 3.5 h / 20 °C

2: N,N-dimethylaminopyridine; Et₃N / CH₂Cl₂ / 12 h / 0 - 20 °C

With dmap; (1S)-10-camphorsulfonic acid; triethylamine; In dichloromethane;
DOI:10.1016/S0040-4020(03)00135-2