(3S)-3-Amino-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-acetatic acid1,2-dimeth

Base Information

• Chemical Name: (3S)-3-Amino-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-acetatic acid1,2-dimeth
• CAS No.: 182561-27-9
• Molecular Formula: C₄H₆O₆*C₁₆H₂₂N₂O₃
• Molecular Weight: 440.45
• Mol file: 182561-27-9.mol

Synonyms:(3S)-3-Amino-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-acetatic acid1,2-dimeth;(3S)-3-Amino-2,3,4,5-Tetrahydro-2-Oxo-1h-1-Benzazepine-1-Acetatic Acid1,2-Dimethylethyl Ester, (2r,3r)-2,3-Dihydroxybutanedioate;(3S)-3-Amino-2,3,4,5-Tetrahydro-2-Oxo-1H-1-Benzazepine-1-AcetaticAcid1,2-DimethylethylEster,(2R,3R)-2,3-Dihydroxybutanedioate(1:1)

Chemical Property of (3S)-3-Amino-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-acetatic acid1,2-dimeth

Chemical Property:

• PSA: 187.69000
• LogP: 0.27750

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3S)-3-Amino-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-acetatic acid1,2-dimeth

There total 5 articles about (3S)-3-Amino-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-acetatic acid1,2-dimeth 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: 79.0%

L-Tartaric acid (87-69-4,138508-61-9) + 1-tert-butoxycarbonylmethyl-3S-amino-2,3,4,5-tetrahydro-1H-(1)-benzazepin-2-one (98626-45-0) → (S)-1-t-butyloxycarbonylmethyl-3-amino-2,3,4,5-tetrahydro-1H-[1]benzazepin-2-one tartrate salt (182561-27-9)

Guidance literature:

With benzaldehyde; In ethanol; for 14h; Heating;

DOI:10.1002/hlca.19880710205

Reference yield:

3-bromo-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one (86499-96-9) → (S)-1-t-butyloxycarbonylmethyl-3-amino-2,3,4,5-tetrahydro-1H-[1]benzazepin-2-one tartrate salt (182561-27-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 83 percent / dimethylformamide / 16 h / 60 °C

2: 93 percent / kalium-(tert-butylat) / dimethylformamide / 1 h / 0 - 5 °C

3: 85 percent / 2-aminoethanol / 0.08 h / 80 °C

4: 79 percent / C₆H₅CHO / ethanol / 14 h / Heating

With potassium tert-butylate; benzaldehyde; ethanolamine; In ethanol; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19880710205

Reference yield:

bromoacetic acid tert-butyl ester (5292-43-3) → (S)-1-t-butyloxycarbonylmethyl-3-amino-2,3,4,5-tetrahydro-1H-[1]benzazepin-2-one tartrate salt (182561-27-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / kalium-(tert-butylat) / dimethylformamide / 1 h / 0 - 5 °C

2: 85 percent / 2-aminoethanol / 0.08 h / 80 °C

3: 79 percent / C₆H₅CHO / ethanol / 14 h / Heating

With potassium tert-butylate; benzaldehyde; ethanolamine; In ethanol; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19880710205

upstream raw materials:

L-Tartaric acid

1-tert-butoxycarbonylmethyl-3S-amino-2,3,4,5-tetrahydro-1H-⁽¹⁾-benzazepin-2-one

bromoacetic acid tert-butyl ester

3-bromo-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one

Refernces

• 1、 Boyer,Pfund r.,Portmann,Sedelmeier,Wetter. "Note on the synthesis of an optically active ACE inhibitor with amino-oxo-benzazepine-1-alkanoic-acid structure by means of an enantioconvergent crystallization-based resolution". . p. 337 - 343. Retrieved 2007/10/02.