(S)-N-[2-(3,4-dihydroquinolin-1(2H)-yl)-2-oxoethyl]-3-phenyl-2-(tosylamino)propanamide

Base Information

Chemical Name:(S)-N-[2-(3,4-dihydroquinolin-1(2H)-yl)-2-oxoethyl]-3-phenyl-2-(tosylamino)propanamide
CAS No.:1273503-21-1
Molecular Formula:C₂₇H₂₉N₃O₄S
Molecular Weight:491.611
Hs Code.:

Synonyms:(S)-N-[2-(3,4-dihydroquinolin-1(2H)-yl)-2-oxoethyl]-3-phenyl-2-(tosylamino)propanamide

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Chemical Property of (S)-N-[2-(3,4-dihydroquinolin-1(2H)-yl)-2-oxoethyl]-3-phenyl-2-(tosylamino)propanamide

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Technology Process of (S)-N-[2-(3,4-dihydroquinolin-1(2H)-yl)-2-oxoethyl]-3-phenyl-2-(tosylamino)propanamide

There total 5 articles about (S)-N-[2-(3,4-dihydroquinolin-1(2H)-yl)-2-oxoethyl]-3-phenyl-2-(tosylamino)propanamide 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: 82.0%

: 1273503-00-6
C₂₀H₂₃N₃O₂

: 98-59-9
p-toluenesulfonyl chloride

: 1273503-21-1
(S)-N-[2-(3,4-dihydroquinolin-1(2H)-yl)-2-oxoethyl]-3-phenyl-2-(tosylamino)propanamide

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; Inert atmosphere;
DOI:10.1039/c0ob00628a

Reference yield:

: benzyl [2-(3,4-dihydroquinolin-1(2H)-yl)-2-oxoethyl]carbamate

: 1273503-21-1
(S)-N-[2-(3,4-dihydroquinolin-1(2H)-yl)-2-oxoethyl]-3-phenyl-2-(tosylamino)propanamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: palladium 10% on activated carbon; hydrogen / methanol / Inert atmosphere

2.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

2.2: 0.17 h / 0 °C / Inert atmosphere

3.1: palladium 10% on activated carbon; hydrogen / methanol / Inert atmosphere

4.1: triethylamine / dichloromethane / 0 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;
DOI:10.1039/c0ob00628a

Reference yield:

: 635-46-1
1,2,3,4-tetrahydroisoquinoline

: 1273503-21-1
(S)-N-[2-(3,4-dihydroquinolin-1(2H)-yl)-2-oxoethyl]-3-phenyl-2-(tosylamino)propanamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 4-methyl-morpholine; chloroformic acid ethyl ester / tetrahydrofuran / 0.17 h / -20 °C / Inert atmosphere

1.2: 0.25 h / -20 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen / methanol / Inert atmosphere

3.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

3.2: 0.17 h / 0 °C / Inert atmosphere

4.1: palladium 10% on activated carbon; hydrogen / methanol / Inert atmosphere

5.1: triethylamine / dichloromethane / 0 °C / Inert atmosphere

With 4-methyl-morpholine; palladium 10% on activated carbon; hydrogen; chloroformic acid ethyl ester; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1039/c0ob00628a