6-[[2-(acetylthio)-1-oxo-3-phenylpropyl]amino]hexahydro-2,2-dimethyl-7-oxo-1H-azepine-1-acetic acid 1,1-dimethylethyl ester

Base Information

Chemical Name:6-[[2-(acetylthio)-1-oxo-3-phenylpropyl]amino]hexahydro-2,2-dimethyl-7-oxo-1H-azepine-1-acetic acid 1,1-dimethylethyl ester
CAS No.:229976-39-0
Molecular Formula:C₂₅H₃₆N₂O₅S
Molecular Weight:476.637
Hs Code.:

Synonyms:6-[[2-(acetylthio)-1-oxo-3-phenylpropyl]amino]hexahydro-2,2-dimethyl-7-oxo-1H-azepine-1-acetic acid 1,1-dimethylethyl ester

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Chemical Property of 6-[[2-(acetylthio)-1-oxo-3-phenylpropyl]amino]hexahydro-2,2-dimethyl-7-oxo-1H-azepine-1-acetic acid 1,1-dimethylethyl ester

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Technology Process of 6-[[2-(acetylthio)-1-oxo-3-phenylpropyl]amino]hexahydro-2,2-dimethyl-7-oxo-1H-azepine-1-acetic acid 1,1-dimethylethyl ester

There total 8 articles about 6-[[2-(acetylthio)-1-oxo-3-phenylpropyl]amino]hexahydro-2,2-dimethyl-7-oxo-1H-azepine-1-acetic acid 1,1-dimethylethyl 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: 93.0%

: 76932-17-7
(S)-2-acetylthio-3-phenylpropanoic acid

: 229976-43-6
(S)-6-aminohexahydro-2,2-dimethyl-7-oxo-1H-azepine-1-acetic acid 1,1-dimethylethyl ester

: 229976-39-0
6-[[2-(acetylthio)-1-oxo-3-phenylpropyl]amino]hexahydro-2,2-dimethyl-7-oxo-1H-azepine-1-acetic acid 1,1-dimethylethyl ester

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 2.5h;
DOI:10.1021/ol0352308

Reference yield:

: 606147-29-9
(S)-hexahydro-2,2-dimethyl-7-oxo-6-[(phenylmethoxy)carbonylamino]-1H-azepine-1-acetic acid 1,1-dimethylethyl ester

: 229976-39-0
6-[[2-(acetylthio)-1-oxo-3-phenylpropyl]amino]hexahydro-2,2-dimethyl-7-oxo-1H-azepine-1-acetic acid 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / H₂ / Pd(OH)2 / methanol / 4 h

2: 93 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 2.5 h

With hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium dihydroxide; In methanol; dichloromethane;
DOI:10.1021/ol0352308

Reference yield:

: (Z)-6-[[(1,1-dimethylethoxy)acetyl]amino]-2-[[(1,1-dimethylethoxy)carbonyl]amino]-6-methyl-2-hepten-4-ynoic acid methyl ester methanesulfonate

: 229976-39-0
6-[[2-(acetylthio)-1-oxo-3-phenylpropyl]amino]hexahydro-2,2-dimethyl-7-oxo-1H-azepine-1-acetic acid 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 93 percent / H₂ / Rh/C / methanol / 7.5 h / 0 - 20 °C / 760 Torr

2: LiOH*H₂O / tetrahydrofuran; H₂O

3: 73 percent / 1-hydroxybenzotriazole monohydrate; diisopropylethylamine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / 2 h / 20 °C

4: 84 percent / methylsulfonic acid / methanol

5: (1R)-10-camphorsulfonic acid; 2-hydroxy-5-nitrobenzaldehyde / toluene / 48 h / 60 °C

6: 93 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 2.5 h

With lithium hydroxide; methanesulfonic acid; (R)-10-camphorsulfonic acid; hydrogen; 5-Nitrosalicylaldehyde; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; Rh on carbon; In tetrahydrofuran; methanol; dichloromethane; water; toluene;
DOI:10.1021/ol0352308