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

Base Information

Chemical Name:(+/-)-(3E)-methyl N-benzoyl-4-fluoro-4-iodo-2-methyl-3,4-dehydro-butyrinate
CAS No.:714222-83-0
Molecular Formula:C₁₃H₁₃FINO₃
Molecular Weight:377.154
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (+/-)-(3E)-methyl N-benzoyl-4-fluoro-4-iodo-2-methyl-3,4-dehydro-butyrinate

Chemical Property:

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Technology Process of (+/-)-(3E)-methyl N-benzoyl-4-fluoro-4-iodo-2-methyl-3,4-dehydro-butyrinate

There total 4 articles about (+/-)-(3E)-methyl N-benzoyl-4-fluoro-4-iodo-2-methyl-3,4-dehydro-butyrinate 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: 92.0%

: (+/-)-methyl N-benzoyl-α-(E)-[2'-fluoro-2'-(tri-n-butyl)stannyl]vinylalaninate

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

Guidance literature:: With iodine; In diethyl ether; at 20 ℃; for 2h;
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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

3.1: tributyltin hydride; AIBN / benzene / 24 h / Heating

3.2: 97 mg / I₂ / diethyl ether / 2 h / 20 °C

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; ozone; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1021/ol049422u