tert-butyl (3S,4S)-1-(benzyloxy)-4-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-3-ylcarbamate

Base Information

• Chemical Name: tert-butyl (3S,4S)-1-(benzyloxy)-4-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-3-ylcarbamate
• CAS No.: 1258544-66-9
• Molecular Formula: C₂₂H₂₆N₂O₄
• Molecular Weight: 382.459

Synonyms:tert-butyl (3S,4S)-1-(benzyloxy)-4-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-3-ylcarbamate

Chemical Property of tert-butyl (3S,4S)-1-(benzyloxy)-4-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-3-ylcarbamate

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of tert-butyl (3S,4S)-1-(benzyloxy)-4-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-3-ylcarbamate

There total 3 articles about tert-butyl (3S,4S)-1-(benzyloxy)-4-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-3-ylcarbamate 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:

tert-butyl (2S,3S)-1-(benzyloxyamino)-1-oxo-3-phenylbutan-2-ylcarbamate (1258544-65-8) → tert-butyl (3S,4S)-1-(benzyloxy)-4-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-3-ylcarbamate (1258544-66-9)

Guidance literature:

With bis-[(trifluoroacetoxy)iodo]benzene; In dichloromethane; at 0 - 20 ℃;

Reference yield:

N-benzyloxyamine (622-33-3) → tert-butyl (3S,4S)-1-(benzyloxy)-4-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-3-ylcarbamate (1258544-66-9)

Guidance literature:

Multi-step reaction with 2 steps

1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / dichloromethane / 48 h / 20 °C

2: bis-[(trifluoroacetoxy)iodo]benzene / dichloromethane / 0 - 20 °C

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; bis-[(trifluoroacetoxy)iodo]benzene; In dichloromethane;

DOI:10.1021/ml200204m

Reference yield:

(βS)-N-(tert-butoxycarbonyl)-β-methyl-L-phenylalanine (90731-57-0,630424-76-9) → tert-butyl (3S,4S)-1-(benzyloxy)-4-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-3-ylcarbamate (1258544-66-9)

Guidance literature:

Multi-step reaction with 2 steps

1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / dichloromethane / 48 h / 20 °C

2: bis-[(trifluoroacetoxy)iodo]benzene / dichloromethane / 0 - 20 °C

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; bis-[(trifluoroacetoxy)iodo]benzene; In dichloromethane;

DOI:10.1021/ml200204m

upstream raw materials:

tert-butyl (2S,3S)-1-(benzyloxyamino)-1-oxo-3-phenylbutan-2-ylcarbamate

N-benzyloxyamine

(βS)-N-(tert-butoxycarbonyl)-β-methyl-L-phenylalanine

Downstream raw materials:

(3S,4S)-3-amino-1-(benzyloxy)-4-methyl-3,4-dihydroquinolin-2(1H)-one

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