2-[(Z)-(R)-5-Methoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylimino]-4-phenyl-butyric acid ethyl ester

Base Information

Chemical Name:2-[(Z)-(R)-5-Methoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylimino]-4-phenyl-butyric acid ethyl ester
CAS No.:94590-50-8
Molecular Formula:C₂₄H₂₆N₂O₅S
Molecular Weight:454.547
Hs Code.:

Synonyms:

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Chemical Property of 2-[(Z)-(R)-5-Methoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylimino]-4-phenyl-butyric acid ethyl ester

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Technology Process of 2-[(Z)-(R)-5-Methoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylimino]-4-phenyl-butyric acid ethyl ester

There total 8 articles about 2-[(Z)-(R)-5-Methoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylimino]-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:

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

: 94590-50-8
2-[(Z)-(R)-5-Methoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylimino]-4-phenyl-butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 6 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: 70 percent / n-Bu₄NBr, KOH / tetrahydrofuran / 3 h / Ambient temperature

5: 65 percent / 31percent HBr in HOAc / 1 h / Ambient temperature

6: 4.20 g / BF₃*Et₂O / toluene / Ambient temperature

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

Reference yield:

: 91088-54-9
N-acetyl-S-(2-nitro-phenyl)-L-cysteine

: 94590-50-8
2-[(Z)-(R)-5-Methoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylimino]-4-phenyl-butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 87 percent / 18 M aq. H₂SO₄ / H₂O / 0.5 h / Heating

2: 81 percent / aq. NaOH / Ambient temperature

3: 82 percent / NH₄Cl, Zn / methanol / 1.) reflux, 4 h, 2.) RT, overnight

4: 84 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / 3 h

5: 70 percent / n-Bu₄NBr, KOH / tetrahydrofuran / 3 h / Ambient temperature

6: 65 percent / 31percent HBr in HOAc / 1 h / Ambient temperature

7: 4.20 g / BF₃*Et₂O / toluene / Ambient temperature

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

Reference yield:

: 94590-55-3
3(R)-<(carbobenzyloxy)amino>-2,3-dihydro-1,5-benzothiazepin-4(5H)-one

: 94590-50-8
2-[(Z)-(R)-5-Methoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylimino]-4-phenyl-butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / n-Bu₄NBr, KOH / tetrahydrofuran / 3 h / Ambient temperature

2: 65 percent / 31percent HBr in HOAc / 1 h / Ambient temperature

3: 4.20 g / BF₃*Et₂O / toluene / Ambient temperature

With potassium hydroxide; boron trifluoride diethyl etherate; tetrabutylammomium bromide; hydrogen bromide; In tetrahydrofuran; toluene;
DOI:10.1021/jm00148a024