(S,E)-4-(2-(3-(3-chloro-2-fluoro-6-(1H-tetrazol-1-yl)phenyl)acryloyl)-5-(4-(dimethylamino)piperidin-1-yl)-1,2,3,4-tetrahydroisoquinoline-1-carboxamido)benzoic acid

Base Information

Chemical Name:(S,E)-4-(2-(3-(3-chloro-2-fluoro-6-(1H-tetrazol-1-yl)phenyl)acryloyl)-5-(4-(dimethylamino)piperidin-1-yl)-1,2,3,4-tetrahydroisoquinoline-1-carboxamido)benzoic acid
CAS No.:1430113-43-1
Molecular Formula:C₃₄H₃₄ClFN₈O₄
Molecular Weight:673.147
Hs Code.:

(S,E)-4-(2-(3-(3-chloro-2-fluoro-6-(1H-tetrazol-1-yl)phenyl)acryloyl)-5-(4-(dimethylamino)piperidin-1-yl)-1,2,3,4-tetrahydroisoquinoline-1-carboxamido)benzoic acid

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Chemical Property of (S,E)-4-(2-(3-(3-chloro-2-fluoro-6-(1H-tetrazol-1-yl)phenyl)acryloyl)-5-(4-(dimethylamino)piperidin-1-yl)-1,2,3,4-tetrahydroisoquinoline-1-carboxamido)benzoic acid

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Technology Process of (S,E)-4-(2-(3-(3-chloro-2-fluoro-6-(1H-tetrazol-1-yl)phenyl)acryloyl)-5-(4-(dimethylamino)piperidin-1-yl)-1,2,3,4-tetrahydroisoquinoline-1-carboxamido)benzoic acid

There total 13 articles about (S,E)-4-(2-(3-(3-chloro-2-fluoro-6-(1H-tetrazol-1-yl)phenyl)acryloyl)-5-(4-(dimethylamino)piperidin-1-yl)-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:

: C₁₆H₂₁N₃

: 1430113-43-1
(S,E)-4-(2-(3-(3-chloro-2-fluoro-6-(1H-tetrazol-1-yl)phenyl)acryloyl)-5-(4-(dimethylamino)piperidin-1-yl)-1,2,3,4-tetrahydroisoquinoline-1-carboxamido)benzoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: platinum(IV) oxide; hydrogen / ethanol / 24 h / 2844.39 Torr

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

3: methanol / 72 h / 55 °C / Sealed tube

4: Chiralpak AD-H / ethanol; isopropyl alcohol; diethylamine / Resolution of racemate

5: trifluoroacetic acid / dichloromethane / 3 h

With manganese(IV) oxide; platinum(IV) oxide; hydrogen; trifluoroacetic acid; In methanol; ethanol; dichloromethane; dimethyl sulfoxide; diethylamine; isopropyl alcohol; 3: |Ugi Condensation;
DOI:10.1021/acs.jmedchem.7b01171

Reference yield:

: N,N-dimethyl-1-(1,2,3,4-tetrahydroisoquinolin-5-yl)piperidin-4-amine

: 1430113-43-1
(S,E)-4-(2-(3-(3-chloro-2-fluoro-6-(1H-tetrazol-1-yl)phenyl)acryloyl)-5-(4-(dimethylamino)piperidin-1-yl)-1,2,3,4-tetrahydroisoquinoline-1-carboxamido)benzoic acid

Guidance literature:: Multi-step reaction with 4 steps

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

2: methanol / 72 h / 55 °C / Sealed tube

3: Chiralpak AD-H / ethanol; isopropyl alcohol; diethylamine / Resolution of racemate

4: trifluoroacetic acid / dichloromethane / 3 h

With manganese(IV) oxide; trifluoroacetic acid; In methanol; ethanol; dichloromethane; dimethyl sulfoxide; diethylamine; isopropyl alcohol; 2: |Ugi Condensation;
DOI:10.1021/acs.jmedchem.7b01171

Reference yield:

: 1-(3,4-dihydroisoquinolin-5-yl)-N,N-dimethylpiperidin-4-amine

: 1430113-43-1
(S,E)-4-(2-(3-(3-chloro-2-fluoro-6-(1H-tetrazol-1-yl)phenyl)acryloyl)-5-(4-(dimethylamino)piperidin-1-yl)-1,2,3,4-tetrahydroisoquinoline-1-carboxamido)benzoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: methanol / 72 h / 55 °C / Sealed tube

2: Chiralpak AD-H / ethanol; isopropyl alcohol; diethylamine / Resolution of racemate

3: trifluoroacetic acid / dichloromethane / 3 h

With trifluoroacetic acid; In methanol; ethanol; dichloromethane; diethylamine; isopropyl alcohol; 1: |Ugi Condensation;
DOI:10.1021/acs.jmedchem.7b01171