{(2S,3S)-3-[(1R,2R,3E)-2-methoxy-1-methyl-4-phenyl-3-butenyl]-oxiran-2-yl}methanol

Base Information

Chemical Name:{(2S,3S)-3-[(1R,2R,3E)-2-methoxy-1-methyl-4-phenyl-3-butenyl]-oxiran-2-yl}methanol
CAS No.:1374458-61-3
Molecular Formula:C₁₅H₂₀O₃
Molecular Weight:248.322
Hs Code.:

Synonyms:{(2S,3S)-3-[(1R,2R,3E)-2-methoxy-1-methyl-4-phenyl-3-butenyl]-oxiran-2-yl}methanol

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Chemical Property of {(2S,3S)-3-[(1R,2R,3E)-2-methoxy-1-methyl-4-phenyl-3-butenyl]-oxiran-2-yl}methanol

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Technology Process of {(2S,3S)-3-[(1R,2R,3E)-2-methoxy-1-methyl-4-phenyl-3-butenyl]-oxiran-2-yl}methanol

There total 6 articles about {(2S,3S)-3-[(1R,2R,3E)-2-methoxy-1-methyl-4-phenyl-3-butenyl]-oxiran-2-yl}methanol 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: 92.0%

: 1374458-65-7
{(2S,3S)-3-[(1R,2R,3E)-2-methoxy-1-methyl-4-phenyl-3-butenyl]-oxiran-2-yl}methanol

: 1374458-61-3
{(2S,3S)-3-[(1R,2R,3E)-2-methoxy-1-methyl-4-phenyl-3-butenyl]-oxiran-2-yl}methanol

Guidance literature:: {(2S,3S)-3-[(1R,2R,3E)-2-methoxy-1-methyl-4-phenyl-3-butenyl]-oxiran-2-yl}methanol; With L-(+)-diisopropyl tartrate; titanium(IV)isopropoxide; In dichloromethane; at -23 ℃; for 0.5h; Molecular sieve; Inert atmosphere;

With tert-butyl methyl ether; In dichloromethane; toluene; at -23 ℃; for 18h; optical yield given as %de; Inert atmosphere;
DOI:10.1002/ejoc.201101635

Reference yield:

: 1374458-62-4
(2R,3R,E)-1-((R)-4-benzyl-2-thioxothiazolidin-3-yl)-3-hydroxy-2-methyl-5-phenylpent-4-en-1-one

: 1374458-61-3
{(2S,3S)-3-[(1R,2R,3E)-2-methoxy-1-methyl-4-phenyl-3-butenyl]-oxiran-2-yl}methanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / -78 °C / Inert atmosphere

2.1: benzene / 12 h / 80 °C / Inert atmosphere

3.1: silver(l) oxide / 36 h / 50 °C / Darkness; Inert atmosphere

4.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 0.5 h / 0 °C / Inert atmosphere

5.1: L-(+)-diisopropyl tartrate; titanium(IV)isopropoxide / dichloromethane / 0.5 h / -23 °C / Molecular sieve; Inert atmosphere

5.2: 18 h / -23 °C / Inert atmosphere

With L-(+)-diisopropyl tartrate; titanium(IV)isopropoxide; diisobutylaluminium hydride; silver(l) oxide; In tetrahydrofuran; dichloromethane; toluene; benzene; 2.1: Wittig reaction / 5.1: Katsuki-Sharpless epoxidation / 5.2: Katsuki-Sharpless epoxidation;
DOI:10.1002/ejoc.201101635

Reference yield:

: 1374458-63-5
ethyl (2E,4S,5R,6E)-5-hydroxy-4-methyl-7-phenyl-2,6-heptadienoate

: 1374458-61-3
{(2S,3S)-3-[(1R,2R,3E)-2-methoxy-1-methyl-4-phenyl-3-butenyl]-oxiran-2-yl}methanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: silver(l) oxide / 36 h / 50 °C / Darkness; Inert atmosphere

2.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 0.5 h / 0 °C / Inert atmosphere

3.1: L-(+)-diisopropyl tartrate; titanium(IV)isopropoxide / dichloromethane / 0.5 h / -23 °C / Molecular sieve; Inert atmosphere

3.2: 18 h / -23 °C / Inert atmosphere

With L-(+)-diisopropyl tartrate; titanium(IV)isopropoxide; diisobutylaluminium hydride; silver(l) oxide; In tetrahydrofuran; dichloromethane; toluene; 3.1: Katsuki-Sharpless epoxidation / 3.2: Katsuki-Sharpless epoxidation;
DOI:10.1002/ejoc.201101635