(+/-)-methyl N-benzoyl-α-(E)-(2'-fluoro-2'-benzenesulfonyl)vinylalaninate

Base Information

Chemical Name:(+/-)-methyl N-benzoyl-α-(E)-(2'-fluoro-2'-benzenesulfonyl)vinylalaninate
CAS No.:714222-58-9
Molecular Formula:C₁₉H₁₈FNO₅S
Molecular Weight:391.42
Hs Code.:

Synonyms:(+/-)-methyl N-benzoyl-α-(E)-(2'-fluoro-2'-benzenesulfonyl)vinylalaninate

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Chemical Property of (+/-)-methyl N-benzoyl-α-(E)-(2'-fluoro-2'-benzenesulfonyl)vinylalaninate

Chemical Property:

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Technology Process of (+/-)-methyl N-benzoyl-α-(E)-(2'-fluoro-2'-benzenesulfonyl)vinylalaninate

There total 2 articles about (+/-)-methyl N-benzoyl-α-(E)-(2'-fluoro-2'-benzenesulfonyl)vinylalaninate 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: 74.0%

: 55405-87-3
(+/-)-methyl N-benzoyl-α-formylalaninate

: 135789-87-6,114968-97-7
phosphonic acid diethyl ester

: 714222-58-9
(+/-)-methyl N-benzoyl-α-(E)-(2'-fluoro-2'-benzenesulfonyl)vinylalaninate

Guidance literature:: phosphonic acid diethyl ester; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h;

(+/-)-methyl N-benzoyl-α-formylalaninate; In tetrahydrofuran; at -78 - 20 ℃;
DOI:10.1021/ol049422u

Reference yield:

: 74761-84-5
(+/-)-N-benzoyl-α-vunylalanine methyl ester

: 714222-58-9
(+/-)-methyl N-benzoyl-α-(E)-(2'-fluoro-2'-benzenesulfonyl)vinylalaninate

Guidance literature:: Multi-step reaction with 2 steps

1.1: ozone / CH₂Cl₂ / -78 °C

1.2: 87 percent / dimethyl sulfide / CH₂Cl₂

2.1: LiHMDS / tetrahydrofuran / 0.5 h / -78 °C

2.2: 74 percent / tetrahydrofuran / -78 - 20 °C

With ozone; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol049422u

Reference yield:

: 714222-58-9
(+/-)-methyl N-benzoyl-α-(E)-(2'-fluoro-2'-benzenesulfonyl)vinylalaninate

: 714222-83-0
(+/-)-(3E)-methyl N-benzoyl-4-fluoro-4-iodo-2-methyl-3,4-dehydro-butyrinate

Guidance literature:: (+/-)-methyl N-benzoyl-α-(E)-(2'-fluoro-2'-benzenesulfonyl)vinylalaninate; With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 24h; Heating;

With iodine; In diethyl ether; at 20 ℃; for 2h;
DOI:10.1021/ol049422u