(E)-(2S,4R,5S)-5-Hydroxy-1-(4-methoxy-benzyloxy)-2,4-dimethyl-7-phenyl-hept-6-en-3-one

Base Information

Chemical Name:(E)-(2S,4R,5S)-5-Hydroxy-1-(4-methoxy-benzyloxy)-2,4-dimethyl-7-phenyl-hept-6-en-3-one
CAS No.:307492-62-2
Molecular Formula:C₂₃H₂₈O₄
Molecular Weight:368.473
Hs Code.:

Synonyms:(E)-(2S,4R,5S)-5-Hydroxy-1-(4-methoxy-benzyloxy)-2,4-dimethyl-7-phenyl-hept-6-en-3-one

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Chemical Property of (E)-(2S,4R,5S)-5-Hydroxy-1-(4-methoxy-benzyloxy)-2,4-dimethyl-7-phenyl-hept-6-en-3-one

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Technology Process of (E)-(2S,4R,5S)-5-Hydroxy-1-(4-methoxy-benzyloxy)-2,4-dimethyl-7-phenyl-hept-6-en-3-one

There total 4 articles about (E)-(2S,4R,5S)-5-Hydroxy-1-(4-methoxy-benzyloxy)-2,4-dimethyl-7-phenyl-hept-6-en-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: 86.0%

: 14371-10-9
(E)-3-phenylpropenal

: 182193-69-7
(S)-1-(p-methoxybenzyloxy)-2-methylpentan-3-one

: 307492-62-2
(E)-(2S,4R,5S)-5-Hydroxy-1-(4-methoxy-benzyloxy)-2,4-dimethyl-7-phenyl-hept-6-en-3-one

Guidance literature:: (S)-1-(p-methoxybenzyloxy)-2-methylpentan-3-one; With tin(II) trifluoromethanesulfonate; triethylamine; In dichloromethane; at -78 ℃; for 2h;

(E)-3-phenylpropenal; In dichloromethane; at -78 ℃; for 1h; Further stages.;
DOI:10.1016/S0040-4039(00)02002-5

Reference yield:

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

: 307492-62-2
(E)-(2S,4R,5S)-5-Hydroxy-1-(4-methoxy-benzyloxy)-2,4-dimethyl-7-phenyl-hept-6-en-3-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 81 percent / 10-camphorsulfonic acid / CH₂Cl₂ / 17 h / 20 °C

2.1: 90 percent / tetrahydrofuran; diethyl ether / 1 h

3.1: Sn(OTf)2; triethylamine / CH₂Cl₂ / 2 h / -78 °C

3.2: 86 percent / CH₂Cl₂ / 1 h / -78 °C

With tin(II) trifluoromethanesulfonate; (1S)-10-camphorsulfonic acid; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(00)02002-5

Reference yield:

: 105-13-5
4-Methoxybenzyl alcohol

: 307492-62-2
(E)-(2S,4R,5S)-5-Hydroxy-1-(4-methoxy-benzyloxy)-2,4-dimethyl-7-phenyl-hept-6-en-3-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / diethyl ether / 0.5 h / 20 °C

1.2: 94 percent / diethyl ether / 4 h / 20 °C

2.1: 81 percent / 10-camphorsulfonic acid / CH₂Cl₂ / 17 h / 20 °C

3.1: 90 percent / tetrahydrofuran; diethyl ether / 1 h

4.1: Sn(OTf)2; triethylamine / CH₂Cl₂ / 2 h / -78 °C

4.2: 86 percent / CH₂Cl₂ / 1 h / -78 °C

With tin(II) trifluoromethanesulfonate; (1S)-10-camphorsulfonic acid; sodium hydride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(00)02002-5