N-{[(3R,5S)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}glycine trifluoroacetate

Base Information

Chemical Name:N-{[(3R,5S)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}glycine trifluoroacetate
CAS No.:1345983-01-8
Molecular Formula:C₂HF₃O₂*C₂₅H₃₄N₂O₅S
Molecular Weight:588.645
Hs Code.:

Synonyms:N-{[(3R,5S)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}glycine trifluoroacetate

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Chemical Property of N-{[(3R,5S)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}glycine trifluoroacetate

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Technology Process of N-{[(3R,5S)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}glycine trifluoroacetate

There total 9 articles about N-{[(3R,5S)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}glycine trifluoroacetate 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: 77.0%

: 1345984-12-4
1,1-dimethylethyl N-{[(3R,5S)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}glycinate

: 76-05-1
trifluoroacetic acid

: 1345983-01-8
N-{[(3R,5S)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}glycine trifluoroacetate

Guidance literature:: 1,1-dimethylethyl N-{[(3R,5S)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}glycinate; With hydrogenchloride; In 1,4-dioxane; at 20 ℃;

trifluoroacetic acid; In water; acetonitrile;

Reference yield:

: (3R,5R)-3-butyl-3-ethyl-2,3,4,5-tetrahydro-7,8-dimethoxy-5-phenyl-1-4-benzothiazepine-1,1-dioxide

: 1345983-01-8
N-{[(3R,5S)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}glycine trifluoroacetate

Guidance literature:: Multi-step reaction with 9 steps

1.1: hydrogenchloride; aluminum (III) chloride / 1,2-dichloro-ethane / 2.5 h / 20 °C

1.2: Cooling with ice

2.1: pyridine / dichloromethane / 0.5 h / 0 - 10 °C / Inert atmosphere

3.1: zinc / 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / N,N-dimethyl-formamide / 8.25 h / 20 - 80 °C / Inert atmosphere

4.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 72 h / 20 °C / Cooling with ice

5.1: diisobutylaluminium hydride / dichloromethane; toluene / 2 h / 20 °C / Cooling with ice

5.2: 1 h

6.1: borane-THF / tetrahydrofuran / 40 °C

6.2: 0.5 h / 20 °C

7.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

8.1: acetic acid / 1,2-dichloro-ethane / 1 h / 20 °C

8.2: 20 °C

9.1: hydrogenchloride / 1,4-dioxane / 20 °C

With pyridine; hydrogenchloride; aluminum (III) chloride; borane-THF; diisobutylaluminium hydride; Dess-Martin periodane; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc; 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;

Reference yield:

: (3R,5R)-3-butyl-3-ethyl-2,3,4,5-tetrahydro-7-methoxy-5-phenyl-1,4-benzothiazepine-8-ol 1,1-dioxide

: 1345983-01-8
N-{[(3R,5S)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}glycine trifluoroacetate

Guidance literature:: Multi-step reaction with 8 steps

1.1: pyridine / dichloromethane / 0.5 h / 0 - 10 °C / Inert atmosphere

2.1: zinc / 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / N,N-dimethyl-formamide / 8.25 h / 20 - 80 °C / Inert atmosphere

3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 72 h / 20 °C / Cooling with ice

4.1: diisobutylaluminium hydride / dichloromethane; toluene / 2 h / 20 °C / Cooling with ice

4.2: 1 h

5.1: borane-THF / tetrahydrofuran / 40 °C

5.2: 0.5 h / 20 °C

6.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

7.1: acetic acid / 1,2-dichloro-ethane / 1 h / 20 °C

7.2: 20 °C

8.1: hydrogenchloride / 1,4-dioxane / 20 °C

With pyridine; hydrogenchloride; borane-THF; diisobutylaluminium hydride; Dess-Martin periodane; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc; 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;