(3S,5S)-1-O-tert-butyldiphenylsilyl-3-O-methanesulfonyl-5-benzenesulfonyl-6-(trimethylsilyl)hexane-1,3-diol

Base Information

Chemical Name:(3S,5S)-1-O-tert-butyldiphenylsilyl-3-O-methanesulfonyl-5-benzenesulfonyl-6-(trimethylsilyl)hexane-1,3-diol
CAS No.:133218-78-7
Molecular Formula:C₃₂H₄₆O₆S₂Si₂
Molecular Weight:647.017
Hs Code.:

Synonyms:(3S,5S)-1-O-tert-butyldiphenylsilyl-3-O-methanesulfonyl-5-benzenesulfonyl-6-(trimethylsilyl)hexane-1,3-diol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,5S)-1-O-tert-butyldiphenylsilyl-3-O-methanesulfonyl-5-benzenesulfonyl-6-(trimethylsilyl)hexane-1,3-diol

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Technology Process of (3S,5S)-1-O-tert-butyldiphenylsilyl-3-O-methanesulfonyl-5-benzenesulfonyl-6-(trimethylsilyl)hexane-1,3-diol

There total 10 articles about (3S,5S)-1-O-tert-butyldiphenylsilyl-3-O-methanesulfonyl-5-benzenesulfonyl-6-(trimethylsilyl)hexane-1,3-diol 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: 97.0%

: 133218-77-6,133218-82-3
(S)-5-Benzenesulfonyl-1-(tert-butyl-diphenyl-silanyloxy)-6-trimethylsilanyl-hexan-3-ol

: 124-63-0
methanesulfonyl chloride

: 133218-78-7,133218-83-4
Methanesulfonic acid (S)-3-benzenesulfonyl-1-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-trimethylsilanyl-butyl ester

Guidance literature:: With pyridine;
DOI:10.1016/S0040-4039(00)79488-3

Reference yield: 95.0%

: 124-63-0
methanesulfonyl chloride

: 133218-77-6
(3S,5S)-1-O-tert-butyldiphenylsilyl-5-benzenesulfonyl-6-(trimethylsilyl)hexane-1,3-diol

: 133218-78-7
(3S,5S)-1-O-tert-butyldiphenylsilyl-3-O-methanesulfonyl-5-benzenesulfonyl-6-(trimethylsilyl)hexane-1,3-diol

Guidance literature:: With pyridine; for 24h; Ambient temperature;
DOI:10.1016/S0040-4020(01)89048-7

Reference yield:

: 146028-83-3
(2S)-1,2-O-isopropylidene-4-(tert-butyldiphenylsilyl)butane-1,2,4-triol

: 133218-78-7
(3S,5S)-1-O-tert-butyldiphenylsilyl-3-O-methanesulfonyl-5-benzenesulfonyl-6-(trimethylsilyl)hexane-1,3-diol

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / PPTS, H₂O / methanol / 24 h / Ambient temperature

2: pyridine / 24 h / Ambient temperature

3: 10percent methanolic KOH / 0.5 h / Ambient temperature

4: 1) BuLi / 1) THF, hexane, -78 deg C, 30 min, 2) THF, up to r.t., 2 h

5: 95 percent / pyridine / 24 h / Ambient temperature

With pyridine; potassium hydroxide; n-butyllithium; water; pyridinium p-toluenesulfonate; In methanol;
DOI:10.1016/S0040-4020(01)89048-7