(S)-1-((2S,3S)-3-(2-((4-methoxybenzyl)oxy)ethyl)oxiran-2-yl)prop-2-en-1-ol

Base Information

Chemical Name:(S)-1-((2S,3S)-3-(2-((4-methoxybenzyl)oxy)ethyl)oxiran-2-yl)prop-2-en-1-ol
CAS No.:1610954-22-7
Molecular Formula:C₁₅H₂₀O₄
Molecular Weight:264.321
Hs Code.:

Synonyms:(S)-1-((2S,3S)-3-(2-((4-methoxybenzyl)oxy)ethyl)oxiran-2-yl)prop-2-en-1-ol

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Chemical Property of (S)-1-((2S,3S)-3-(2-((4-methoxybenzyl)oxy)ethyl)oxiran-2-yl)prop-2-en-1-ol

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Technology Process of (S)-1-((2S,3S)-3-(2-((4-methoxybenzyl)oxy)ethyl)oxiran-2-yl)prop-2-en-1-ol

There total 3 articles about (S)-1-((2S,3S)-3-(2-((4-methoxybenzyl)oxy)ethyl)oxiran-2-yl)prop-2-en-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: 40.0%

: 1610954-48-7
(E)-7-((4-methoxybenzyl)oxy)hepta-1,4-dien-3-ol

: 1610954-22-7
(S)-1-((2S,3S)-3-(2-((4-methoxybenzyl)oxy)ethyl)oxiran-2-yl)prop-2-en-1-ol

Guidance literature:: With titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; In dichloromethane; at -20 ℃; for 18h; Molecular sieve;
DOI:10.1016/j.tetlet.2014.04.068

Reference yield:

: 158817-21-1
(E)-5-(4-methoxybenzyloxy)pent-2-en-1-ol

: 1610954-22-7
(S)-1-((2S,3S)-3-(2-((4-methoxybenzyl)oxy)ethyl)oxiran-2-yl)prop-2-en-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide; dichloromethane / 1 h / 0 - 20 °C

2: dimethyl sulfoxide; dichloromethane; tetrahydrofuran / 1 h / 0 - 20 °C

3: L-(+)-diisopropyl tartrate; titanium(IV) isopropylate; tert.-butylhydroperoxide / dichloromethane / 18 h / -20 °C / Molecular sieve

With titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 3: |Sharpless Asymmetric Epoxidation;
DOI:10.1016/j.tetlet.2014.04.068

Reference yield:

: 671232-57-8
(E)-5-(4-methoxy-benzyloxy)-pent-2-en-1-al

: 1610954-22-7
(S)-1-((2S,3S)-3-(2-((4-methoxybenzyl)oxy)ethyl)oxiran-2-yl)prop-2-en-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: dimethyl sulfoxide; dichloromethane; tetrahydrofuran / 1 h / 0 - 20 °C

2: L-(+)-diisopropyl tartrate; titanium(IV) isopropylate; tert.-butylhydroperoxide / dichloromethane / 18 h / -20 °C / Molecular sieve

With titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 2: |Sharpless Asymmetric Epoxidation;
DOI:10.1016/j.tetlet.2014.04.068