1-(4'R-benzyl-2'-oxo-oxazolidin-3'-yl)-5S-hydroxy-7R-(4-methoxy-benzyloxy)-2R,4S,6R-trimethyl-9-phenyl-non-8-ene-1,3-dione

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Chemical Name:1-(4'R-benzyl-2'-oxo-oxazolidin-3'-yl)-5S-hydroxy-7R-(4-methoxy-benzyloxy)-2R,4S,6R-trimethyl-9-phenyl-non-8-ene-1,3-dione
CAS No.:862465-73-4
Molecular Formula:C₃₆H₄₁NO₇
Molecular Weight:599.724
Hs Code.:

Synonyms:1-(4'R-benzyl-2'-oxo-oxazolidin-3'-yl)-5S-hydroxy-7R-(4-methoxy-benzyloxy)-2R,4S,6R-trimethyl-9-phenyl-non-8-ene-1,3-dione

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Chemical Property of 1-(4'R-benzyl-2'-oxo-oxazolidin-3'-yl)-5S-hydroxy-7R-(4-methoxy-benzyloxy)-2R,4S,6R-trimethyl-9-phenyl-non-8-ene-1,3-dione

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Technology Process of 1-(4'R-benzyl-2'-oxo-oxazolidin-3'-yl)-5S-hydroxy-7R-(4-methoxy-benzyloxy)-2R,4S,6R-trimethyl-9-phenyl-non-8-ene-1,3-dione

There total 4 articles about 1-(4'R-benzyl-2'-oxo-oxazolidin-3'-yl)-5S-hydroxy-7R-(4-methoxy-benzyloxy)-2R,4S,6R-trimethyl-9-phenyl-non-8-ene-1,3-dione 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: 84.0%

: 862465-72-3
(E)-(2R,3R)-3-(4-Methoxy-benzyloxy)-2-methyl-5-phenyl-pent-4-enal

: 101712-01-0,141423-22-5,141423-21-4
(R)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2-methylpentane-1,3-dione

: 862465-73-4
1-(4'R-benzyl-2'-oxo-oxazolidin-3'-yl)-5S-hydroxy-7R-(4-methoxy-benzyloxy)-2R,4S,6R-trimethyl-9-phenyl-non-8-ene-1,3-dione

Guidance literature:: (R)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2-methylpentane-1,3-dione; With N,N-dimethyl-ethanamine; c-HexBCl₃; In diethyl ether; at 0 ℃; for 1h;

(E)-(2R,3R)-3-(4-Methoxy-benzyloxy)-2-methyl-5-phenyl-pent-4-enal; In diethyl ether; at -78 - -20 ℃; for 21h;
DOI:10.1021/ol051225n

Reference yield:

: 862465-71-2
3R-hydroxy-2R-methyl-5-phenyl-pent-4-enoic acid N-methoxy-N-methyl-amide

: 862465-73-4
1-(4'R-benzyl-2'-oxo-oxazolidin-3'-yl)-5S-hydroxy-7R-(4-methoxy-benzyloxy)-2R,4S,6R-trimethyl-9-phenyl-non-8-ene-1,3-dione

Guidance literature:: Multi-step reaction with 3 steps

1.1: 99 percent / NaH / dimethylformamide; toluene / 1 h / 0 °C

2.1: 92 percent / DIBAL-H / CH₂Cl₂ / 3 h / -78 °C

3.1: c-HexBCl₃; EtNMe₂ / diethyl ether / 1 h / 0 °C

3.2: 84 percent / diethyl ether / 21 h / -78 - -20 °C

With N,N-dimethyl-ethanamine; c-HexBCl₃; sodium hydride; diisobutylaluminium hydride; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; 3.2: aldol reaction;
DOI:10.1021/ol051225n

Reference yield:

: (E)-(2R,3R)-2-Methyl-5-phenyl-3-trimethylsilanyloxy-pent-4-enethioic acid S-ethyl ester

: 862465-73-4
1-(4'R-benzyl-2'-oxo-oxazolidin-3'-yl)-5S-hydroxy-7R-(4-methoxy-benzyloxy)-2R,4S,6R-trimethyl-9-phenyl-non-8-ene-1,3-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: i-PrMgCl / tetrahydrofuran / 2 h / -30 - 0 °C

1.2: 85 percent / HCl / CH₂Cl₂; methanol / 0.5 h / 20 °C

2.1: 99 percent / NaH / dimethylformamide; toluene / 1 h / 0 °C

3.1: 92 percent / DIBAL-H / CH₂Cl₂ / 3 h / -78 °C

4.1: c-HexBCl₃; EtNMe₂ / diethyl ether / 1 h / 0 °C

4.2: 84 percent / diethyl ether / 21 h / -78 - -20 °C

With N,N-dimethyl-ethanamine; c-HexBCl₃; isopropylmagnesium chloride; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; 4.2: aldol reaction;
DOI:10.1021/ol051225n