(R)-2-((S)-9-Benzyloxycarbonylmethyl-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-ylamino)-4-phenyl-butyric acid ethyl ester

Base Information

• Chemical Name: (R)-2-((S)-9-Benzyloxycarbonylmethyl-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-ylamino)-4-phenyl-butyric acid ethyl ester
• CAS No.: 97871-03-9
• Molecular Formula: C₃₀H₃₂N₂O₆
• Molecular Weight: 516.594
• Mol file: 97871-03-9.mol

Synonyms:(R)-2-((S)-9-Benzyloxycarbonylmethyl-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-ylamino)-4-phenyl-butyric acid ethyl ester

Chemical Property of (R)-2-((S)-9-Benzyloxycarbonylmethyl-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-ylamino)-4-phenyl-butyric acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-((S)-9-Benzyloxycarbonylmethyl-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-ylamino)-4-phenyl-butyric acid ethyl ester

There total 3 articles about (R)-2-((S)-9-Benzyloxycarbonylmethyl-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-ylamino)-4-phenyl-butyric 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: 40.0%

2-oxo-4-phenylbutanoic acid ethyl ester (64920-29-2) + benzyl (S)-3-amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzoxazepine-5-acetate (105593-54-2) → (R)-2-((S)-9-Benzyloxycarbonylmethyl-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-ylamino)-4-phenyl-butyric acid ethyl ester (97871-03-9) + (S)-2-((S)-9-Benzyloxycarbonylmethyl-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-ylamino)-4-phenyl-butyric acid ethyl ester (97871-05-1)

Guidance literature:

With 4 A molecular sieve; sodium cyanoborohydride; In ethanol; acetic acid; Ambient temperature;

DOI:10.1248/cpb.34.1128

Reference yield:

ethyl dihydrocinnamate (2021-28-5) → (R)-2-((S)-9-Benzyloxycarbonylmethyl-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-ylamino)-4-phenyl-butyric acid ethyl ester (97871-03-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) NaOMe; 2) 15 percent H₂SO₄ / 1) MeOH, 60-70 deg C, 1.5 h; 2) reflux 15 h

2: ethanol; H₂SO₄ / 5 h / Heating

3: 30 percent / NaBH₃CN, molecular sieves 4 Angstroem / acetic acid; ethanol / Ambient temperature

With 4 A molecular sieve; sulfuric acid; sodium methylate; sodium cyanoborohydride; In ethanol; sulfuric acid; acetic acid;

DOI:10.1248/cpb.34.1128

Reference yield:

2-oxo-4-phenylbutyric acid (710-11-2) → (R)-2-((S)-9-Benzyloxycarbonylmethyl-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-ylamino)-4-phenyl-butyric acid ethyl ester (97871-03-9)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol; H₂SO₄ / 5 h / Heating

2: 30 percent / NaBH₃CN, molecular sieves 4 Angstroem / acetic acid; ethanol / Ambient temperature

With 4 A molecular sieve; sodium cyanoborohydride; In ethanol; sulfuric acid; acetic acid;

DOI:10.1248/cpb.34.1128

upstream raw materials:

2-oxo-4-phenylbutanoic acid ethyl ester

benzyl (S)-3-amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzoxazepine-5-acetate

ethyl dihydrocinnamate

2-oxo-4-phenylbutyric acid

Downstream raw materials:

3(S)-[1(R)-carboxy-3-phenylpropyl]amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzoxazepine-5-acetic acid

3(S)-[1(R)-ethoxycarbonyl-3-phenylpropyl]amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzoxazepine-5-acetic acid hydrochloride