3(R)--5-(carboxymethyl)-2,3-dihydro-1,1-dioxo-1,5-benzothiazepin-4(5H)-one hydrochloride

Base Information

Chemical Name:3(R)--5-(carboxymethyl)-2,3-dihydro-1,1-dioxo-1,5-benzothiazepin-4(5H)-one hydrochloride
CAS No.:94590-68-8
Molecular Formula:C₂₁H₂₂N₂O₇S*ClH
Molecular Weight:482.942
Hs Code.:

3(R)-<N-(1-carboxy-3-phenylpropyl)amino>-5-(carboxymethyl)-2,3-dihydro-1,1-dioxo-1,5-benzothiazepin-4(5H)-one hydrochloride

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Chemical Property of 3(R)--5-(carboxymethyl)-2,3-dihydro-1,1-dioxo-1,5-benzothiazepin-4(5H)-one hydrochloride

Chemical Property:

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Technology Process of 3(R)--5-(carboxymethyl)-2,3-dihydro-1,1-dioxo-1,5-benzothiazepin-4(5H)-one hydrochloride

There total 12 articles about 3(R)--5-(carboxymethyl)-2,3-dihydro-1,1-dioxo-1,5-benzothiazepin-4(5H)-one hydrochloride 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: 18.0%

: 94590-66-6,97277-76-4,97277-77-5
2-((R)-5-Methoxycarbonylmethyl-1,1,4-trioxo-2,3,4,5-tetrahydro-1H-1λ⁶-benzo[b][1,4]thiazepin-3-ylamino)-4-phenyl-butyric acid ethyl ester

: 94590-68-8,97277-74-2,97277-75-3
3(R)--5-(carboxymethyl)-2,3-dihydro-1,1-dioxo-1,5-benzothiazepin-4(5H)-one hydrochloride

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

Reference yield:

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

: 94590-68-8,97277-74-2,97277-75-3
3(R)--5-(carboxymethyl)-2,3-dihydro-1,1-dioxo-1,5-benzothiazepin-4(5H)-one hydrochloride

Guidance literature:: Multi-step reaction with 9 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: 82 percent / NaHCO₃, 80percent m-chloroperoxybenzoic acid / CH₂Cl₂ / Ambient temperature

6: 59 percent / 31percent HBr in HOAc / 1 h / Ambient temperature

7: BF₃*Et₂O / toluene / Ambient temperature

8: sodium cyanoborohydride, glacial acetic acid / ethanol

9: 18 percent / 1N aq. NaOH / methanol

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

Reference yield:

: 64920-29-2
2-oxo-4-phenylbutanoic acid ethyl ester

: 94590-68-8,97277-74-2,97277-75-3
3(R)--5-(carboxymethyl)-2,3-dihydro-1,1-dioxo-1,5-benzothiazepin-4(5H)-one hydrochloride

Guidance literature:: Multi-step reaction with 3 steps

1: BF₃*Et₂O / toluene / Ambient temperature

2: sodium cyanoborohydride, glacial acetic acid / ethanol

3: 18 percent / 1N aq. NaOH / methanol

With sodium hydroxide; boron trifluoride diethyl etherate; sodium cyanoborohydride; acetic acid; In methanol; ethanol; toluene;
DOI:10.1021/jm00148a024