(R)-Benzyl methyl(1,2,3,4-tetrahydroquinolin-3-yl)carbamate

Base Information

• Chemical Name: (R)-Benzyl methyl(1,2,3,4-tetrahydroquinolin-3-yl)carbamate
• CAS No.: 166742-98-9
• Molecular Formula: C18H20N2O2
• Molecular Weight: 296.36
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID80445511
• Nikkaji Number: J903.051D
• Wikidata: Q82263947
• Mol file: 166742-98-9.mol

Synonyms:166742-98-9;(R)-Benzyl methyl(1,2,3,4-tetrahydroquinolin-3-yl)carbamate;Benzyl N-methyl-N-[(3R)-1,2,3,4-tetrahydroquinolin-3-yl]carbamate;benzyl (R)-methyl(1,2,3,4-tetrahydroquinolin-3-yl)carbamate;SCHEMBL14222555;DTXSID80445511;(R)-benzylmethyl(1,2,3,4-tetrahydroquinolin-3-yl)carbamate;CS-M0365;Carbamic acid, methyl[(3R)-1,2,3,4-tetrahydro-3-quinolinyl]-, phenylmethyl ester (9CI);CS-14266;(R)-Methyl-(1,2,3,4-tetrahydro-3-quinolinyl)carbamic acid, phenylmethyl ester;N-Methyl-N-[(3R)-(1,2,3,4-tetrahydroquinolin)-3-yl]carbamic acid benzyl ester

Chemical Property of (R)-Benzyl methyl(1,2,3,4-tetrahydroquinolin-3-yl)carbamate

Chemical Property:

• Boiling Point: 466.7±45.0 °C(Predicted)
• PKA: 4.31±0.40(Predicted)
• PSA: 41.57000
• Density: 1.19±0.1 g/cm3(Predicted)
• LogP: 3.42980
• Storage Temp.: 2-8°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 296.152477885
• Heavy Atom Count: 22
• Complexity: 368

Purity/Quality:

99.3% ^*data from raw suppliers

(R)-Benzylmethyl(1,2,3,4-tetrahydroquinolin-3-yl)carbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C1CC2=CC=CC=C2NC1)C(=O)OCC3=CC=CC=C3
• Isomeric SMILES: CN([C@@H]1CC2=CC=CC=C2NC1)C(=O)OCC3=CC=CC=C3

Technology Process of (R)-Benzyl methyl(1,2,3,4-tetrahydroquinolin-3-yl)carbamate

There total 2 articles about (R)-Benzyl methyl(1,2,3,4-tetrahydroquinolin-3-yl)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:

benzyl chloroformate (501-53-1,94274-21-2) + (R)-1,2,3,4-tetrahydro-N-methyl-3-quinolinamine (166742-75-2) → (R)-methyl-(1,2,3,4-tetrahydro-3-quinolinyl)carbamic acid, phenylmethyl ester (166742-98-9)

Guidance literature:

With sodium carbonate; triethylamine; In hexane; chloroform;

Reference yield:

N-(benzyloxycarbonyl)succinimide (75315-63-8) + (R)-3-Methylamino-1,2,3,4-tetrahydroquinoline maleate (166742-97-8) → (R)-methyl-(1,2,3,4-tetrahydro-3-quinolinyl)carbamic acid, phenylmethyl ester (166742-98-9)

Guidance literature:

In toluene; at -40 ℃; for 0.5h;

DOI:10.1021/jo970526a

Reference yield:

O-Methylhydroxylamin (67-62-9) + phosgene (75-44-5) + (R)-methyl-(1,2,3,4-tetrahydro-3-quinolinyl)carbamic acid, phenylmethyl ester (166742-98-9) → (R)-Methyl-[1,2,3,4-tetrahydro-1-[ (methoxyamino)carbonyl]-3-quinolinyl]carbamic acid, phenylmethyl ester

Guidance literature:

With triethylamine; In tetrahydrofuran; ethyl acetate; toluene;

upstream raw materials:

N-(benzyloxycarbonyl)succinimide

(R)-3-Methylamino-1,2,3,4-tetrahydroquinoline maleate

benzyl chloroformate

(R)-1,2,3,4-tetrahydro-N-methyl-3-quinolinamine

Downstream raw materials:

(R)-5,6-Dihydro-5-(methylamino)-4H-imidazo[4,5,1-ij]-quinolin-2(1H)-one

((R)-1-Methoxycarbamoyl-1,2,3,4-tetrahydro-quinolin-3-yl)-methyl-carbamic acid benzyl ester

((R)-1-Methoxy-2-oxo-1,2,5,6-tetrahydro-4H-imidazo[4,5,1-ij]quinolin-5-yl)-methyl-carbamic acid benzyl ester

Refernces

• 1、 -. "Heterocyclic amines having central nervous system activity". . . Retrieved 2008/06/13.