4-(2-((E)-3-(5-chloro-2-(1H-tetrazol-1-yl)phenyl)acryloyl)-5-((S)-3-(ethoxycarbonyl)piperidine-1-carbonyl)-1,2,3,4-tetrahydroisoquinoline-1-carboxamido)benzoic acid

Base Information

Chemical Name:4-(2-((E)-3-(5-chloro-2-(1H-tetrazol-1-yl)phenyl)acryloyl)-5-((S)-3-(ethoxycarbonyl)piperidine-1-carbonyl)-1,2,3,4-tetrahydroisoquinoline-1-carboxamido)benzoic acid
CAS No.:1430561-34-4
Molecular Formula:C₃₆H₃₄ClN₇O₇
Molecular Weight:712.162
Hs Code.:

4-(2-((E)-3-(5-chloro-2-(1H-tetrazol-1-yl)phenyl)acryloyl)-5-((S)-3-(ethoxycarbonyl)piperidine-1-carbonyl)-1,2,3,4-tetrahydroisoquinoline-1-carboxamido)benzoic acid

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Chemical Property of 4-(2-((E)-3-(5-chloro-2-(1H-tetrazol-1-yl)phenyl)acryloyl)-5-((S)-3-(ethoxycarbonyl)piperidine-1-carbonyl)-1,2,3,4-tetrahydroisoquinoline-1-carboxamido)benzoic acid

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Technology Process of 4-(2-((E)-3-(5-chloro-2-(1H-tetrazol-1-yl)phenyl)acryloyl)-5-((S)-3-(ethoxycarbonyl)piperidine-1-carbonyl)-1,2,3,4-tetrahydroisoquinoline-1-carboxamido)benzoic acid

There total 7 articles about 4-(2-((E)-3-(5-chloro-2-(1H-tetrazol-1-yl)phenyl)acryloyl)-5-((S)-3-(ethoxycarbonyl)piperidine-1-carbonyl)-1,2,3,4-tetrahydroisoquinoline-1-carboxamido)benzoic 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:

: 872001-50-8
2-( tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxylic acid

: 1430561-34-4
4-(2-((E)-3-(5-chloro-2-(1H-tetrazol-1-yl)phenyl)acryloyl)-5-((S)-3-(ethoxycarbonyl)piperidine-1-carbonyl)-1,2,3,4-tetrahydroisoquinoline-1-carboxamido)benzoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: N-ethyl-N,N-diisopropylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / ethyl acetate / 2 h / 20 °C

2: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

3: manganese(IV) oxide / dichloromethane; dimethyl sulfoxide / 24 h / 20 °C

4: 72 h / Sealed tube

5: trifluoroacetic acid / dichloromethane / 1 h

With manganese(IV) oxide; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; dimethyl sulfoxide; ethyl acetate; 4: |Ugi Condensation;
DOI:10.1021/acs.jmedchem.7b01171

Reference yield:

: 879016-22-5
5-chloro-2-(1H-1,2,3,4-tetrazol-1-yl)benzaldehyde

: 1430561-34-4
4-(2-((E)-3-(5-chloro-2-(1H-tetrazol-1-yl)phenyl)acryloyl)-5-((S)-3-(ethoxycarbonyl)piperidine-1-carbonyl)-1,2,3,4-tetrahydroisoquinoline-1-carboxamido)benzoic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran / 0.75 h / 20 °C

1.2: 0.5 h

2.1: sodium hydroxide / methanol / 2.5 h / 20 °C

3.1: 72 h / Sealed tube

4.1: trifluoroacetic acid / dichloromethane / 1 h

With sodium hydride; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; 3.1: |Ugi Condensation;
DOI:10.1021/acs.jmedchem.7b01171

Reference yield:

: 942316-72-5
methyl (2E)-3-[5-chloro-2-(1H-1,2,3,4-tetrazol-1-yl)phenyl]prop-2-enoate

: 1430561-34-4
4-(2-((E)-3-(5-chloro-2-(1H-tetrazol-1-yl)phenyl)acryloyl)-5-((S)-3-(ethoxycarbonyl)piperidine-1-carbonyl)-1,2,3,4-tetrahydroisoquinoline-1-carboxamido)benzoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydroxide / methanol / 2.5 h / 20 °C

2: 72 h / Sealed tube

3: trifluoroacetic acid / dichloromethane / 1 h

With trifluoroacetic acid; sodium hydroxide; In methanol; dichloromethane; 2: |Ugi Condensation;
DOI:10.1021/acs.jmedchem.7b01171