(-)-(1S,2S)-2-(benzyloxy)-1-[(2R,3S)-3-(2,2-dimethoxyethyl)oxiran-2-yl]propan-1-ol

Base Information

Chemical Name:(-)-(1S,2S)-2-(benzyloxy)-1-[(2R,3S)-3-(2,2-dimethoxyethyl)oxiran-2-yl]propan-1-ol
CAS No.:941295-72-3
Molecular Formula:C₁₆H₂₄O₅
Molecular Weight:296.364
Hs Code.:

Synonyms:(-)-(1S,2S)-2-(benzyloxy)-1-[(2R,3S)-3-(2,2-dimethoxyethyl)oxiran-2-yl]propan-1-ol

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Chemical Property of (-)-(1S,2S)-2-(benzyloxy)-1-[(2R,3S)-3-(2,2-dimethoxyethyl)oxiran-2-yl]propan-1-ol

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Technology Process of (-)-(1S,2S)-2-(benzyloxy)-1-[(2R,3S)-3-(2,2-dimethoxyethyl)oxiran-2-yl]propan-1-ol

There total 7 articles about (-)-(1S,2S)-2-(benzyloxy)-1-[(2R,3S)-3-(2,2-dimethoxyethyl)oxiran-2-yl]propan-1-ol 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%

: 941295-66-5
(+)-(2S,3R,Z)-2-(benzyloxy)-7,7-dimethoxyhept-4-en-3-ol

: 941295-72-3
(-)-(1S,2S)-2-(benzyloxy)-1-[(2R,3S)-3-(2,2-dimethoxyethyl)oxiran-2-yl]propan-1-ol

Guidance literature:: With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -4 ℃; for 8h;
DOI:10.1021/ol070405p

Reference yield:

: 941295-59-6
(-)-(S)-2-(benzyloxy)-7,7-dimethoxyhept-4-yn-3-one

: 941295-72-3
(-)-(1S,2S)-2-(benzyloxy)-1-[(2R,3S)-3-(2,2-dimethoxyethyl)oxiran-2-yl]propan-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: LiAlH₄ / CH₂Cl₂ / 1 h / -78 °C

2: 86 percent / i-BuMgBr / Cp₂TiCl₂ / diethyl ether / 0 - 20 °C

3: 93 percent / NaHCO₃; m-CPBA / CH₂Cl₂ / 8 h / -4 °C

With lithium aluminium tetrahydride; isobutylmagnesium bromide; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; bis(cyclopentadienyl)titanium dichloride; In diethyl ether; dichloromethane;
DOI:10.1021/ol070405p

Reference yield:

: 941295-63-2
(+)-(2S,3R)-2-(benzyloxy)-7,7-dimethoxyhept-4-yn-3-ol

: 941295-72-3
(-)-(1S,2S)-2-(benzyloxy)-1-[(2R,3S)-3-(2,2-dimethoxyethyl)oxiran-2-yl]propan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / i-BuMgBr / Cp₂TiCl₂ / diethyl ether / 0 - 20 °C

2: 93 percent / NaHCO₃; m-CPBA / CH₂Cl₂ / 8 h / -4 °C

With isobutylmagnesium bromide; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; bis(cyclopentadienyl)titanium dichloride; In diethyl ether; dichloromethane;
DOI:10.1021/ol070405p