(2R,4S)-4-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-2,5-dimethyl-hexan-3-one

Base Information

Chemical Name:(2R,4S)-4-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-2,5-dimethyl-hexan-3-one
CAS No.:339570-88-6
Molecular Formula:C₂₁H₃₆O₃Si
Molecular Weight:364.601
Hs Code.:

Synonyms:(2R,4S)-4-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-2,5-dimethyl-hexan-3-one

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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 (2R,4S)-4-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-2,5-dimethyl-hexan-3-one

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Technology Process of (2R,4S)-4-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-2,5-dimethyl-hexan-3-one

There total 1 articles about (2R,4S)-4-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-2,5-dimethyl-hexan-3-one 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: 96.0%

: 126587-67-5
(2R,3S,4S)-4-(benzyloxy)-1-<(tert-butyldimethylsilyl)oxy>-2,5-dimethyl-3-hexanol

: 339570-88-6
(2R,4S)-4-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-2,5-dimethyl-hexan-3-one

Guidance literature:: With Dess-Martin periodane; In dichloromethane; for 2h;
DOI:10.1021/jo001640n

Reference yield: 44.0%

: 339570-88-6
(2R,4S)-4-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-2,5-dimethyl-hexan-3-one

: 339570-89-7
(2R,3R,4S)-4-(benzyloxy)-1-[(tert-butyldimethylsilyl)oxy]-2,5-dimethyl-3-hexanol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at -10 ℃; for 2h;
DOI:10.1021/jo001640n

Reference yield:

: 339570-88-6
(2R,4S)-4-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-2,5-dimethyl-hexan-3-one

: (1S,2S,3S)-3-Azido-2-benzyloxy-cyclohexanecarboxylic acid (1S,2R,3S)-1-isopropyl-2-methoxymethoxy-3-methyl-4-oxo-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 44 percent / LiAlH₄ / diethyl ether / 2 h / -10 °C

2: 98 percent / DIEA / CH₂Cl₂ / 20 °C

3: 89 percent / HCO₂H / Pd / methanol / 0.33 h

4: 47 percent / DMAP; DCC / toluene

5: 94 percent / Amberlyst 15 / methanol / 20 h

6: Dess-Martin reagent / CH₂Cl₂ / 4 h

With dmap; lithium aluminium tetrahydride; formic acid; Amberlyst 15; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium; In methanol; diethyl ether; dichloromethane; toluene; 6: Dess-Martin oxidation;
DOI:10.1021/jo001640n