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

Base Information

Chemical Name:(+/-)-methyl N-benzoyl-α-(E)-(2'-fluoro-2'-benzenesulfonyl)vinylphenylalaninate
CAS No.:714222-59-0
Molecular Formula:C₂₅H₂₂FNO₅S
Molecular Weight:467.518
Hs Code.:

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

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

Chemical Property:

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

There total 2 articles about (+/-)-methyl N-benzoyl-α-(E)-(2'-fluoro-2'-benzenesulfonyl)vinylphenylalaninate 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: 44.0%

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

: 714222-53-4
(+/-)-methyl N-benzoyl-α-formylphenylalaninate

: 714222-59-0
(+/-)-methyl N-benzoyl-α-(E)-(2'-fluoro-2'-benzenesulfonyl)vinylphenylalaninate

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

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

Reference yield:

: 152774-41-9
2-benzoylamino-2-benzyl-but-3-enoic acid methyl ester

: 714222-59-0
(+/-)-methyl N-benzoyl-α-(E)-(2'-fluoro-2'-benzenesulfonyl)vinylphenylalaninate

Guidance literature:: Multi-step reaction with 2 steps

1.1: ozone / CH₂Cl₂ / -78 °C

1.2: 93 percent / acetic acid; Zn / CH₂Cl₂ / 1 h / Heating

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

2.2: 44 percent / tetrahydrofuran / -78 - 20 °C

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

Reference yield:

: 714222-59-0
(+/-)-methyl N-benzoyl-α-(E)-(2'-fluoro-2'-benzenesulfonyl)vinylphenylalaninate

: (+/-)-(Z)-α-(2'-fluoro)vinylphenylalanine hydrochloride

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

With hydrogenchloride; for 24h; Heating;
DOI:10.1021/ol049422u