(R,S)-ethyl 3-{3-[8-(3-benzylureido)-2,3,4,5-tetrahydrobenzo[b]azepin-1-yl]-3-oxopropanoylamino}-3-(pyridin-3-yl)propanoate

Base Information

Chemical Name:(R,S)-ethyl 3-{3-[8-(3-benzylureido)-2,3,4,5-tetrahydrobenzo[b]azepin-1-yl]-3-oxopropanoylamino}-3-(pyridin-3-yl)propanoate
CAS No.:403600-07-7
Molecular Formula:C₃₁H₃₅N₅O₅
Molecular Weight:557.649
Hs Code.:

Synonyms:(R,S)-ethyl 3-{3-[8-(3-benzylureido)-2,3,4,5-tetrahydrobenzo[b]azepin-1-yl]-3-oxopropanoylamino}-3-(pyridin-3-yl)propanoate

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Chemical Property of (R,S)-ethyl 3-{3-[8-(3-benzylureido)-2,3,4,5-tetrahydrobenzo[b]azepin-1-yl]-3-oxopropanoylamino}-3-(pyridin-3-yl)propanoate

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Technology Process of (R,S)-ethyl 3-{3-[8-(3-benzylureido)-2,3,4,5-tetrahydrobenzo[b]azepin-1-yl]-3-oxopropanoylamino}-3-(pyridin-3-yl)propanoate

There total 5 articles about (R,S)-ethyl 3-{3-[8-(3-benzylureido)-2,3,4,5-tetrahydrobenzo[b]azepin-1-yl]-3-oxopropanoylamino}-3-(pyridin-3-yl)propanoate 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: 73.0%

: 149498-96-4,153524-69-7,1217631-87-2
β-amino-3-pyridinepropanoic acid ethyl ester dihydrochloride

: 229636-65-1
3-[6-(3-benzylureido)-2,3,4,5-tetrahydrobenzo[b]azepin-1-yl]-3-oxopropanoic acid

: 403600-07-7
(R,S)-ethyl 3-{3-[8-(3-benzylureido)-2,3,4,5-tetrahydrobenzo[b]azepin-1-yl]-3-oxopropanoylamino}-3-(pyridin-3-yl)propanoate

Guidance literature:: With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 17h;
DOI:10.1248/cpb.49.1420

Reference yield:

: 17422-54-7
8-nitro-2,3,4,5-tetrahydro-1H-benzo[b]azepine

: 403600-07-7
(R,S)-ethyl 3-{3-[8-(3-benzylureido)-2,3,4,5-tetrahydrobenzo[b]azepin-1-yl]-3-oxopropanoylamino}-3-(pyridin-3-yl)propanoate

Guidance literature:: Multi-step reaction with 5 steps

1: 68 percent / Et₃N / CHCl₃ / 14 h / 20 °C

2: 100 percent / H₂ / 10 percent Pd/C / ethanol / 1 h / 20 °C / 760 Torr

3: 84 percent / acetonitrile / 12 h / 20 °C

4: 83 percent / 1 M aq. NaOH / methanol; tetrahydrofuran / 2 h / 20 °C

5: 73 percent / HOBt; EDC; Et₃N / dimethylformamide / 17 h / 20 °C

With sodium hydroxide; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; chloroform; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1248/cpb.49.1420

Reference yield:

: 229636-64-0
ethyl 3-(8-nitro-2,3,4,5-tetrahydrobenzo[b]azepin-1-yl)-3-oxopropanoate

: 403600-07-7
(R,S)-ethyl 3-{3-[8-(3-benzylureido)-2,3,4,5-tetrahydrobenzo[b]azepin-1-yl]-3-oxopropanoylamino}-3-(pyridin-3-yl)propanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / H₂ / 10 percent Pd/C / ethanol / 1 h / 20 °C / 760 Torr

2: 84 percent / acetonitrile / 12 h / 20 °C

3: 83 percent / 1 M aq. NaOH / methanol; tetrahydrofuran / 2 h / 20 °C

4: 73 percent / HOBt; EDC; Et₃N / dimethylformamide / 17 h / 20 °C

With sodium hydroxide; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1248/cpb.49.1420