(2S,4R,5R,6S)-2-benzoyloxy-7-(t-butyldimethylsilyloxy)-5-(p-methoxybenzyloxy)-4,6-dimethylheptan-3-one

Base Information

Chemical Name:(2S,4R,5R,6S)-2-benzoyloxy-7-(t-butyldimethylsilyloxy)-5-(p-methoxybenzyloxy)-4,6-dimethylheptan-3-one
CAS No.:261968-18-7
Molecular Formula:C₃₀H₄₄O₆Si
Molecular Weight:528.761
Hs Code.:

Synonyms:(2S,4R,5R,6S)-2-benzoyloxy-7-(t-butyldimethylsilyloxy)-5-(p-methoxybenzyloxy)-4,6-dimethylheptan-3-one

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Chemical Property of (2S,4R,5R,6S)-2-benzoyloxy-7-(t-butyldimethylsilyloxy)-5-(p-methoxybenzyloxy)-4,6-dimethylheptan-3-one

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Technology Process of (2S,4R,5R,6S)-2-benzoyloxy-7-(t-butyldimethylsilyloxy)-5-(p-methoxybenzyloxy)-4,6-dimethylheptan-3-one

There total 8 articles about (2S,4R,5R,6S)-2-benzoyloxy-7-(t-butyldimethylsilyloxy)-5-(p-methoxybenzyloxy)-4,6-dimethylheptan-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: 93.0%

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 261968-17-6
(2S,4R,5R,6S)-7-(tert-butyldimethylsilyloxy)-5-hydroxy-4,6-dimethyl-3-oxoheptan-2-yl benzoate

: 261968-18-7
(2S,4R,5R,6S)-2-benzoyloxy-7-(t-butyldimethylsilyloxy)-5-(p-methoxybenzyloxy)-4,6-dimethylheptan-3-one

Guidance literature:: With trifluorormethanesulfonic acid; In diethyl ether; at 20 ℃; for 10h;
DOI:10.1021/ja011211m

Reference yield:

: 160666-92-2
(S)-2-benzoyloxypentan-3-one

: 261968-18-7
(2S,4R,5R,6S)-2-benzoyloxy-7-(t-butyldimethylsilyloxy)-5-(p-methoxybenzyloxy)-4,6-dimethylheptan-3-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: Me₂NEt / diethyl ether / 1.5 h / 0 °C

2.1: diethyl ether / 19 h / -78 - -20 °C

2.2: 99 percent / 30 percent aq. hydrogen peroxide / methanol / 0 - 20 °C / pH 7

3.1: 93 percent / triflic acid / diethyl ether / 10 h / 20 °C

With N,N-dimethyl-ethanamine; trifluorormethanesulfonic acid; In diethyl ether;
DOI:10.1021/ja011211m

Reference yield:

: C₆H₅CO₂CH(CH₃)C(C₂H₄)OB(C₆H₁₁)2

: 261968-18-7
(2S,4R,5R,6S)-2-benzoyloxy-7-(t-butyldimethylsilyloxy)-5-(p-methoxybenzyloxy)-4,6-dimethylheptan-3-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: diethyl ether / 19 h / -78 - -20 °C

1.2: 99 percent / 30 percent aq. hydrogen peroxide / methanol / 0 - 20 °C / pH 7

2.1: 93 percent / triflic acid / diethyl ether / 10 h / 20 °C

With trifluorormethanesulfonic acid; In diethyl ether;
DOI:10.1021/ja011211m