2(S)-<(4-Methoxybenzyl)oxy>-3(S)-<(benzyloxy)methoxy>-4(R),5(R)-bis<(tert-butyldimethylsilyl)oxy>cyclohexan-1-one

Base Information

Chemical Name:2(S)-<(4-Methoxybenzyl)oxy>-3(S)-<(benzyloxy)methoxy>-4(R),5(R)-bis<(tert-butyldimethylsilyl)oxy>cyclohexan-1-one
CAS No.:163563-67-5
Molecular Formula:C₃₄H₅₄O₇Si₂
Molecular Weight:630.97
Hs Code.:

Synonyms:2(S)-<(4-Methoxybenzyl)oxy>-3(S)-<(benzyloxy)methoxy>-4(R),5(R)-bis<(tert-butyldimethylsilyl)oxy>cyclohexan-1-one

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Chemical Property of 2(S)-<(4-Methoxybenzyl)oxy>-3(S)-<(benzyloxy)methoxy>-4(R),5(R)-bis<(tert-butyldimethylsilyl)oxy>cyclohexan-1-one

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Technology Process of 2(S)-<(4-Methoxybenzyl)oxy>-3(S)-<(benzyloxy)methoxy>-4(R),5(R)-bis<(tert-butyldimethylsilyl)oxy>cyclohexan-1-one

There total 1 articles about 2(S)-<(4-Methoxybenzyl)oxy>-3(S)-<(benzyloxy)methoxy>-4(R),5(R)-bis<(tert-butyldimethylsilyl)oxy>cyclohexan-1-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:

: (1R,2S,3S,4R,5R)-3-Benzyloxymethoxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-2-(4-methoxy-benzyloxy)-cyclohexanecarboxylic acid methyl ester

: 163563-67-5
2(S)-<(4-Methoxybenzyl)oxy>-3(S)-<(benzyloxy)methoxy>-4(R),5(R)-bis<(tert-butyldimethylsilyl)oxy>cyclohexan-1-one

Guidance literature:: With sodium tetrahydroborate; sodium periodate; Yield given. Multistep reaction; 1.) EtOH, r.t., 3 h, 2.) THF, H₂O, r.t., 3 h;
DOI:10.1021/jo00116a023

Reference yield: 87.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 163563-67-5
2(S)-<(4-Methoxybenzyl)oxy>-3(S)-<(benzyloxy)methoxy>-4(R),5(R)-bis<(tert-butyldimethylsilyl)oxy>cyclohexan-1-one

: 1-[(1S,4R,5R,6S)-6-Benzyloxymethoxy-2,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyloxymethyl]-4-methoxy-benzene

Guidance literature:: With triethylamine; In dichloromethane; for 6h; Ambient temperature;
DOI:10.1021/jo00116a023

Reference yield:

: 163563-67-5
2(S)-<(4-Methoxybenzyl)oxy>-3(S)-<(benzyloxy)methoxy>-4(R),5(R)-bis<(tert-butyldimethylsilyl)oxy>cyclohexan-1-one

: 163563-80-2
(1S,2S,3S,4R,5R,6R)-3-Benzyloxymethoxy-1,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-7-oxa-bicyclo[4.1.0]heptane

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / Et₃N / CH₂Cl₂ / 6 h / 23 °C

2: 85 percent / m-CPBA; Na₂HPO₄ / CH₂Cl₂ / -20 - 0 °C

With disodium hydrogenphosphate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; 1: silylation / 2: Epoxidation;
DOI:10.1016/S0040-4039(99)01877-8