(2S,4S,6R)-6-((1S)-1-benzyloxycarbonyl-1-methoxymethyl)-3,3-dimethyl-2-(2-oxobutyl)-4-tert-butyldimethylsilyloxytetrahydropyran

Base Information

Chemical Name:(2S,4S,6R)-6-((1S)-1-benzyloxycarbonyl-1-methoxymethyl)-3,3-dimethyl-2-(2-oxobutyl)-4-tert-butyldimethylsilyloxytetrahydropyran
CAS No.:1213265-22-5
Molecular Formula:C₂₇H₄₄O₆Si
Molecular Weight:492.728
Hs Code.:

Synonyms:(2S,4S,6R)-6-((1S)-1-benzyloxycarbonyl-1-methoxymethyl)-3,3-dimethyl-2-(2-oxobutyl)-4-tert-butyldimethylsilyloxytetrahydropyran

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Chemical Property of (2S,4S,6R)-6-((1S)-1-benzyloxycarbonyl-1-methoxymethyl)-3,3-dimethyl-2-(2-oxobutyl)-4-tert-butyldimethylsilyloxytetrahydropyran

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Technology Process of (2S,4S,6R)-6-((1S)-1-benzyloxycarbonyl-1-methoxymethyl)-3,3-dimethyl-2-(2-oxobutyl)-4-tert-butyldimethylsilyloxytetrahydropyran

There total 1 articles about (2S,4S,6R)-6-((1S)-1-benzyloxycarbonyl-1-methoxymethyl)-3,3-dimethyl-2-(2-oxobutyl)-4-tert-butyldimethylsilyloxytetrahydropyran 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:

: C₂₀H₃₈O₆Si

: 100-39-0
benzyl bromide

: 1213265-22-5
(2S,4S,6R)-6-((1S)-1-benzyloxycarbonyl-1-methoxymethyl)-3,3-dimethyl-2-(2-oxobutyl)-4-tert-butyldimethylsilyloxytetrahydropyran

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 0 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ol1000389

Reference yield:

: 1186291-38-2
methyl 2,4-bistriisopropylsilyloxy-5-methyl-6-(2-oxoethyl)benzoate

: 1213265-22-5
(2S,4S,6R)-6-((1S)-1-benzyloxycarbonyl-1-methoxymethyl)-3,3-dimethyl-2-(2-oxobutyl)-4-tert-butyldimethylsilyloxytetrahydropyran

: 1213265-24-7
(R)-benzyl 2-((2R,4S,6S)-tetrahydro-5,5-dimethyl-6-((3R,4S)-4-hydroxy-3-methyl-5-(6-methyl-2-methyloxycarbonyl-3,5-bistriisopropylsilyloxyphenyl)-2-oxopentyl)-4-tert-butyldimethylsilyloxy-2H-pyran-2-yl)-2-methoxyacetate

Guidance literature:: (2S,4S,6R)-6-((1S)-1-benzyloxycarbonyl-1-methoxymethyl)-3,3-dimethyl-2-(2-oxobutyl)-4-tert-butyldimethylsilyloxytetrahydropyran; With phenylborondichloride; In dichloromethane; at -78 ℃; for 0.333333h; Inert atmosphere;

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃; for 1h; Inert atmosphere;

methyl 2,4-bistriisopropylsilyloxy-5-methyl-6-(2-oxoethyl)benzoate; diastereoselective reaction; Further stages;
DOI:10.1021/ol1000389