3-(3,4-dihydroisoquinolin-2(1H)-yl)-N-[(1R,4S,5R,7R)-5-(3-hydroxyphenyl)-4-methyl-2-azabicyclo[3.3.1]non-7-yl]propionamide

Base Information

Chemical Name:3-(3,4-dihydroisoquinolin-2(1H)-yl)-N-[(1R,4S,5R,7R)-5-(3-hydroxyphenyl)-4-methyl-2-azabicyclo[3.3.1]non-7-yl]propionamide
CAS No.:881686-07-3
Molecular Formula:C₂₇H₃₅N₃O₂
Molecular Weight:433.594
Hs Code.:

Synonyms:3-(3,4-dihydroisoquinolin-2(1H)-yl)-N-[(1R,4S,5R,7R)-5-(3-hydroxyphenyl)-4-methyl-2-azabicyclo[3.3.1]non-7-yl]propionamide

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Chemical Property of 3-(3,4-dihydroisoquinolin-2(1H)-yl)-N-[(1R,4S,5R,7R)-5-(3-hydroxyphenyl)-4-methyl-2-azabicyclo[3.3.1]non-7-yl]propionamide

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Technology Process of 3-(3,4-dihydroisoquinolin-2(1H)-yl)-N-[(1R,4S,5R,7R)-5-(3-hydroxyphenyl)-4-methyl-2-azabicyclo[3.3.1]non-7-yl]propionamide

There total 9 articles about 3-(3,4-dihydroisoquinolin-2(1H)-yl)-N-[(1R,4S,5R,7R)-5-(3-hydroxyphenyl)-4-methyl-2-azabicyclo[3.3.1]non-7-yl]propionamide 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: 100.0%

: 881686-06-2
tert-butyl (1R,4S,5R,7R)-7-{[3-(3,4-dihydroisoquinolin-2(1H)-yl)propionoyl]amino}-5-(3-isopropoxyphenyl)-4-methyl-2-azabicyclo[3.3.1]nonane-2-carboxylate

: 881686-07-3
3-(3,4-dihydroisoquinolin-2(1H)-yl)-N-[(1R,4S,5R,7R)-5-(3-hydroxyphenyl)-4-methyl-2-azabicyclo[3.3.1]non-7-yl]propionamide

Guidance literature:: With boron tribromide; In dichloromethane; at -78 - 0 ℃;
DOI:10.1021/jm058264p

Reference yield:

: 846576-15-6
3-(3,4-dihydro-1H-isoquinolin-2-yl)propionic acid hydrochloride

: 881686-07-3
3-(3,4-dihydroisoquinolin-2(1H)-yl)-N-[(1R,4S,5R,7R)-5-(3-hydroxyphenyl)-4-methyl-2-azabicyclo[3.3.1]non-7-yl]propionamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: Et₃N / tetrahydrofuran / 1.5 h / 20 °C

1.2: 85 percent / BOP / tetrahydrofuran / 1 h / 20 °C

2.1: 100 percent / BBr₃ / CH₂Cl₂ / -78 - 0 °C

With boron tribromide; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm058264p

Reference yield:

: 881685-99-0
(1R,4S,5S,7R)-5-(3-isopropoxyphenyl)-2,4-dimethyl-2-azabicyclo[3.3.1]nonan-7-amine

: 881686-07-3
3-(3,4-dihydroisoquinolin-2(1H)-yl)-N-[(1R,4S,5R,7R)-5-(3-hydroxyphenyl)-4-methyl-2-azabicyclo[3.3.1]non-7-yl]propionamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 62 percent / toluene / Heating

2.1: 1-chloroethyl chloroformate / CH₂Cl₂ / 3.5 h / Heating

2.2: methanol / Heating

3.1: 99 percent / Et₃N / CH₂Cl₂ / 1 h

4.1: 97 percent / hydrazine hydrate / ethanol / 1 h / Heating

5.1: Et₃N / tetrahydrofuran / 1.5 h / 20 °C

5.2: 85 percent / BOP / tetrahydrofuran / 1 h / 20 °C

6.1: 100 percent / BBr₃ / CH₂Cl₂ / -78 - 0 °C

With carbonochloridic acid 1-chloro-ethyl ester; boron tribromide; hydrazine hydrate; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.1021/jm058264p