(R)-(1R,2R,E)-5-((S)-4-benzyl-2-oxooxazolidin-3-yl)-1-(2-methoxyphenyl)-2,4-dimethyl-5-oxopent-3-en-1-yl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Base Information

Chemical Name:(R)-(1R,2R,E)-5-((S)-4-benzyl-2-oxooxazolidin-3-yl)-1-(2-methoxyphenyl)-2,4-dimethyl-5-oxopent-3-en-1-yl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
CAS No.:1364681-67-3
Molecular Formula:C₃₄H₃₄F₃NO₇
Molecular Weight:625.642
Hs Code.:

Synonyms:(R)-(1R,2R,E)-5-((S)-4-benzyl-2-oxooxazolidin-3-yl)-1-(2-methoxyphenyl)-2,4-dimethyl-5-oxopent-3-en-1-yl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

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Chemical Property of (R)-(1R,2R,E)-5-((S)-4-benzyl-2-oxooxazolidin-3-yl)-1-(2-methoxyphenyl)-2,4-dimethyl-5-oxopent-3-en-1-yl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

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Technology Process of (R)-(1R,2R,E)-5-((S)-4-benzyl-2-oxooxazolidin-3-yl)-1-(2-methoxyphenyl)-2,4-dimethyl-5-oxopent-3-en-1-yl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

There total 6 articles about (R)-(1R,2R,E)-5-((S)-4-benzyl-2-oxooxazolidin-3-yl)-1-(2-methoxyphenyl)-2,4-dimethyl-5-oxopent-3-en-1-yl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate 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: 83.0%

: 1364681-07-1
(S)-4-benzyl-3-((4R,5R,E)-5-hydroxy-5-(2-methoxyphenyl)-2,4-dimethylpent-2-enoyl)oxazolidin-2-one

: 39637-99-5,20445-33-4
(S)-(+)-2-methoxy-2-trifluoromethyl-2-phenylacetyl chloride

: 1364681-67-3
(R)-(1R,2R,E)-5-((S)-4-benzyl-2-oxooxazolidin-3-yl)-1-(2-methoxyphenyl)-2,4-dimethyl-5-oxopent-3-en-1-yl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1021/ol300353w

Reference yield:

: 15790-87-1,818-59-7,15790-88-2
Methyl (E)-2-pentenoate

: 1364681-67-3
(R)-(1R,2R,E)-5-((S)-4-benzyl-2-oxooxazolidin-3-yl)-1-(2-methoxyphenyl)-2,4-dimethyl-5-oxopent-3-en-1-yl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium diisopropyl amide / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

1.2: 0.33 h / -78 °C / Inert atmosphere

2.1: water; lithium hydroxide / methanol; diethyl ether / 5 h / 20 °C

3.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 16 h / 0 - 20 °C

4.1: sodium hexamethyldisilazane / tetrahydrofuran / 1.5 h / -78 °C / Inert atmosphere

4.2: 1.25 h / -78 °C / Inert atmosphere

5.1: titanium tetrachloride / dichloromethane / 0.17 h / -78 °C / Inert atmosphere

5.2: -78 - 20 °C / Inert atmosphere

6.1: dmap; triethylamine / dichloromethane / 16 h / 20 °C

With dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; water; sodium hexamethyldisilazane; titanium tetrachloride; triethylamine; dicyclohexyl-carbodiimide; lithium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; 5.2: Kobayashi aldol reaction;
DOI:10.1021/ol300353w

Reference yield:

: (Z)-2-methylpent-3-enoic acid

: 1364681-67-3
(R)-(1R,2R,E)-5-((S)-4-benzyl-2-oxooxazolidin-3-yl)-1-(2-methoxyphenyl)-2,4-dimethyl-5-oxopent-3-en-1-yl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 16 h / 0 - 20 °C

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 1.5 h / -78 °C / Inert atmosphere

2.2: 1.25 h / -78 °C / Inert atmosphere

3.1: titanium tetrachloride / dichloromethane / 0.17 h / -78 °C / Inert atmosphere

3.2: -78 - 20 °C / Inert atmosphere

4.1: dmap; triethylamine / dichloromethane / 16 h / 20 °C

With dmap; sodium hexamethyldisilazane; titanium tetrachloride; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; 3.2: Kobayashi aldol reaction;
DOI:10.1021/ol300353w