(R)-3-Benzylsulfanyl-2-[1-ethoxycarbonylmethyl-2-oxo-1,2,4,5-tetrahydro-benzo[b]azepin-(3E)-ylideneamino]-propionic acid ethyl ester

Base Information

Chemical Name:(R)-3-Benzylsulfanyl-2-[1-ethoxycarbonylmethyl-2-oxo-1,2,4,5-tetrahydro-benzo[b]azepin-(3E)-ylideneamino]-propionic acid ethyl ester
CAS No.:97878-36-9
Molecular Formula:C₂₆H₃₀N₂O₅S
Molecular Weight:482.601
Hs Code.:

Synonyms:(R)-3-Benzylsulfanyl-2-[1-ethoxycarbonylmethyl-2-oxo-1,2,4,5-tetrahydro-benzo[b]azepin-(3E)-ylideneamino]-propionic acid ethyl ester

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Chemical Property of (R)-3-Benzylsulfanyl-2-[1-ethoxycarbonylmethyl-2-oxo-1,2,4,5-tetrahydro-benzo[b]azepin-(3E)-ylideneamino]-propionic acid ethyl ester

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Technology Process of (R)-3-Benzylsulfanyl-2-[1-ethoxycarbonylmethyl-2-oxo-1,2,4,5-tetrahydro-benzo[b]azepin-(3E)-ylideneamino]-propionic acid ethyl ester

There total 1 articles about (R)-3-Benzylsulfanyl-2-[1-ethoxycarbonylmethyl-2-oxo-1,2,4,5-tetrahydro-benzo[b]azepin-(3E)-ylideneamino]-propionic acid ethyl ester 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:

: 94793-89-2
3-(S)-amino-1-ethoxycarbonylmethyl-2,3,4,5-tetrahydro-1H-[1]benzazepine-2-one

: 97878-36-9
(R)-3-Benzylsulfanyl-2-[1-ethoxycarbonylmethyl-2-oxo-1,2,4,5-tetrahydro-benzo[b]azepin-(3E)-ylideneamino]-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) acetic acid, tert-butyl nitrite, 2.) m-chloroperbenzoic acid / 1.) CHCl₃, reflux, 2.5 h, 2.) CHCl₃, RT, 45 min

2: di-n-butyltin dichloride / CHCl₃ / 16 h / Heating

With tert.-butylnitrite; dibutyltin chloride; acetic acid; 3-chloro-benzenecarboperoxoic acid; In chloroform;
DOI:10.1021/jm00149a010

Reference yield: 41.0%

: 97878-36-9
(R)-3-Benzylsulfanyl-2-[1-ethoxycarbonylmethyl-2-oxo-1,2,4,5-tetrahydro-benzo[b]azepin-(3E)-ylideneamino]-propionic acid ethyl ester

: 1-ethoxycarbonyl-methyl-3-[1-ethoxycarbonyl-2-benzylthio-(1R)-ethylamino]-2,3,4,5-tetrahydro-1H-[1]-benzazepin-2-one

Guidance literature:: With sodium cyanoborohydride; acetic acid; In methanol; for 16h; Ambient temperature;
DOI:10.1021/jm00149a010

Reference yield:

: 97878-36-9
(R)-3-Benzylsulfanyl-2-[1-ethoxycarbonylmethyl-2-oxo-1,2,4,5-tetrahydro-benzo[b]azepin-(3E)-ylideneamino]-propionic acid ethyl ester

: (R)-3-Benzylsulfanyl-2-((R)-1-carboxymethyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-ylamino)-propionic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 41 percent / acetic acid, NaBH₃CN / methanol / 16 h / Ambient temperature

2: 2N aq. NaOH / methanol / 16 h / Ambient temperature

With sodium hydroxide; sodium cyanoborohydride; acetic acid; In methanol;
DOI:10.1021/jm00149a010