benzyl ((E)-2-((2S,4R)-6-methoxy-2-phenyl-1,2,3,4-tetrahydroquinolin-4-yl)vinyl)carbamate

Base Information

• Chemical Name: benzyl ((E)-2-((2S,4R)-6-methoxy-2-phenyl-1,2,3,4-tetrahydroquinolin-4-yl)vinyl)carbamate
• CAS No.: 1419351-60-2
• Molecular Formula: C₂₆H₂₆N₂O₃
• Molecular Weight: 414.504
• Mol file: 1419351-60-2.mol

Synonyms:benzyl ((E)-2-((2S,4R)-6-methoxy-2-phenyl-1,2,3,4-tetrahydroquinolin-4-yl)vinyl)carbamate

Chemical Property of benzyl ((E)-2-((2S,4R)-6-methoxy-2-phenyl-1,2,3,4-tetrahydroquinolin-4-yl)vinyl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl ((E)-2-((2S,4R)-6-methoxy-2-phenyl-1,2,3,4-tetrahydroquinolin-4-yl)vinyl)carbamate

There total 2 articles about benzyl ((E)-2-((2S,4R)-6-methoxy-2-phenyl-1,2,3,4-tetrahydroquinolin-4-yl)vinyl)carbamate 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: 85.0%

1(E)-<(benzyloxycarbonyl)amino>-1,3-butadiene (65899-49-2) + [4-(benzylideneamino)phenyl]methanol (783-08-4) → benzyl ((E)-2-((2S,4R)-6-methoxy-2-phenyl-1,2,3,4-tetrahydroquinolin-4-yl)vinyl)carbamate (1419351-60-2)

Guidance literature:

[4-(benzylideneamino)phenyl]methanol; With (R)-3,3'-di(anthracen-9-yl)-5,5',6,6',7,7',8,8'-octahydro-[1,1'-binaphthalene]-2,2'-diyl hydrogen phosphate; In toluene; for 0.0833333h; Schlenk technique; Molecular sieve; Inert atmosphere;

1(E)-<(benzyloxycarbonyl)amino>-1,3-butadiene; In toluene; at 20 ℃; for 16h; Reagent/catalyst; enantioselective reaction; Schlenk technique; Molecular sieve; Inert atmosphere;

DOI:10.1039/c2cc38002a

Reference yield:

1(E)-<(benzyloxycarbonyl)amino>-1,3-butadiene (65899-49-2) + [4-(benzylideneamino)phenyl]methanol (783-08-4) → benzyl ((E)-2-((2S,4R)-6-methoxy-2-phenyl-1,2,3,4-tetrahydroquinolin-4-yl)vinyl)carbamate (1419351-60-2) + benzyl {(E)-2-[(2R,4S)-6-methoxy-2-phenyl-1,2,3,4-tetrahydroquinolin-4-yl]vinyl}carbamate + benzyl {2-[-6-methoxy-2-phenyl-1,2,3,4-tetrahydroquinolin-4-yl]vinyl}carbamate

Guidance literature:

[4-(benzylideneamino)phenyl]methanol; With C₄₂H₂₉O₄P; In toluene; at 20 ℃; for 0.0833333h; Molecular sieve; Schlenk technique; Inert atmosphere;

1(E)-<(benzyloxycarbonyl)amino>-1,3-butadiene; In toluene; at 20 ℃; stereoselective reaction;

DOI:10.1002/ejoc.201600296

Reference yield: 91.0%

indole (120-72-9) + benzyl ((E)-2-((2S,4R)-6-methoxy-2-phenyl-1,2,3,4-tetrahydroquinolin-4-yl)vinyl)carbamate (1419351-60-2) → benzyl ((S)-1-(1H-indol-3-yl)-2-((2S,4R)-6-methoxy-2-phenyl-1,2,3,4-tetrahydroquinolin-4-yl)ethyl)carbamate (1419351-82-8)

Guidance literature:

With C₃₅H₃₅O₄P; In dichloromethane; at 55 ℃; for 16h; enantioselective reaction;

DOI:10.1039/c2cc38002a

upstream raw materials:

1(E)-<(benzyloxycarbonyl)amino>-1,3-butadiene

[4-(benzylideneamino)phenyl]methanol

Downstream raw materials:

benzyl ((S)-1-(1H-indol-3-yl)-2-((2S,4R)-6-methoxy-2-phenyl-1,2,3,4-tetrahydroquinolin-4-yl)ethyl)carbamate

benzyl ((R)-1-(1H-indol-3-yl)-2-((2S,4R)-6-methoxy-2-phenyl-1,2,3,4-tetrahydroquinolin-4-yl)ethyl)carbamate