(R)-3-<(S)-1-carboxy-3-phenylpropyl>amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetic acid

Base Information

Chemical Name:(R)-3-<(S)-1-carboxy-3-phenylpropyl>amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetic acid
CAS No.:94590-58-6
Molecular Formula:C₂₁H₂₂N₂O₅S
Molecular Weight:414.482
Hs Code.:

Synonyms:(R)-3-<(S)-1-carboxy-3-phenylpropyl>amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetic acid

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Chemical Property of (R)-3-<(S)-1-carboxy-3-phenylpropyl>amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetic acid

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Technology Process of (R)-3-<(S)-1-carboxy-3-phenylpropyl>amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetic acid

There total 20 articles about (R)-3-<(S)-1-carboxy-3-phenylpropyl>amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetic acid 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: 100.0%

: 94590-52-0
3(R)-amino>-5-(carbomethoxymethyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one

: 94590-58-6
(R)-3-<(S)-1-carboxy-3-phenylpropyl>amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetic acid

Guidance literature:: With sodium hydroxide; In methanol;
DOI:10.1021/jm00148a024

Reference yield: 92.0%

: 94590-60-0
3(R)-amino>-5-(carboxymethyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one hydrochloride

: 94590-58-6
(R)-3-<(S)-1-carboxy-3-phenylpropyl>amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetic acid

Guidance literature:: With sodium hydroxide; In ethanol; Ambient temperature;
DOI:10.1248/cpb.34.1128

Reference yield:

: 60115-45-9
S-(o-nitrophenyl)-L-cysteine

: 94590-58-6
(R)-3-<(S)-1-carboxy-3-phenylpropyl>amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 81 percent / aq. NaOH / Ambient temperature

2: 82 percent / NH₄Cl, Zn / methanol / 1.) reflux, 4 h, 2.) RT, overnight

3: 84 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / 3 h

4: 68 percent / 31percent HBr in HOAc / 1 h / Ambient temperature

5: 25.4 g / BF₃*Et₂O / CHCl₃ / 18 h / Ambient temperature

6: sodium cyanoborohydride, glacial acetic acid / ethanol

7: 48 percent / n-Bu₄NBr, KOH / tetrahydrofuran / 3 h / Ambient temperature

8: 100 percent / 1N aq. NaOH / methanol

With potassium hydroxide; sodium hydroxide; boron trifluoride diethyl etherate; tetrabutylammomium bromide; hydrogen bromide; sodium cyanoborohydride; ammonium chloride; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; zinc; In tetrahydrofuran; methanol; ethanol; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/jm00148a024