1,1-Dimethylethyl N-[(1S)-2-[(4-methylphenyl)amino]-2-oxo-1-(phenylmethyl)ethyl]carbamate

Base Information

• Chemical Name: 1,1-Dimethylethyl N-[(1S)-2-[(4-methylphenyl)amino]-2-oxo-1-(phenylmethyl)ethyl]carbamate
• CAS No.: 121632-87-9
• Molecular Formula: C₂₁H₂₆N₂O₃
• Molecular Weight: 354.449
• DSSTox Substance ID: DTXSID301123420
• Mol file: 121632-87-9.mol

Synonyms:DTXSID301123420;AKOS034792442;NCGC00330444-01;AB01325473-02;Z1051073130;1,1-Dimethylethyl N-[(1S)-2-[(4-methylphenyl)amino]-2-oxo-1-(phenylmethyl)ethyl]carbamate;121632-87-9

Chemical Property of 1,1-Dimethylethyl N-[(1S)-2-[(4-methylphenyl)amino]-2-oxo-1-(phenylmethyl)ethyl]carbamate

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 354.19434270
• Heavy Atom Count: 26
• Complexity: 458

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)NC(=O)C(CC2=CC=CC=C2)NC(=O)OC(C)(C)C
• Isomeric SMILES: CC1=CC=C(C=C1)NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)OC(C)(C)C

Technology Process of 1,1-Dimethylethyl N-[(1S)-2-[(4-methylphenyl)amino]-2-oxo-1-(phenylmethyl)ethyl]carbamate

There total 3 articles about 1,1-Dimethylethyl N-[(1S)-2-[(4-methylphenyl)amino]-2-oxo-1-(phenylmethyl)ethyl]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: 94.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + p-toluidine (106-49-0,12221-03-3) → tert-butyl N-[(1S)-1-benzyl-2-oxo-2-(4-toluidino)ethyl]carbamate (121632-87-9)

Guidance literature:

N-tert-butoxycarbonyl-L-phenylalanine; With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; at -15 ℃; for 0.25h;

p-toluidine; In tetrahydrofuran; at -15 - 20 ℃; Further stages.;

DOI:10.1021/jo010842w

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → tert-butyl N-[(1S)-1-benzyl-2-oxo-2-(4-toluidino)ethyl]carbamate (121632-87-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 4-methylmorpholine / tetrahydrofuran / 0.25 h / -15 °C

2: tetrahydrofuran / -15 - 20 °C

With 4-methyl-morpholine; In tetrahydrofuran;

DOI:10.1039/b104060j

Reference yield:

p-toluidine (106-49-0,12221-03-3) + 2-tert-butoxycarbonylamino-3-phenyl-propionic acid isobutyl ester (247179-01-7) → tert-butyl N-[(1S)-1-benzyl-2-oxo-2-(4-toluidino)ethyl]carbamate (121632-87-9)

Guidance literature:

In tetrahydrofuran; at -15 - 20 ℃;

DOI:10.1039/b104060j

upstream raw materials:

p-toluidine

2-tert-butoxycarbonylamino-3-phenyl-propionic acid isobutyl ester

N-tert-butoxycarbonyl-L-phenylalanine

Downstream raw materials:

(2R,5S)-1-(1H-1,2,3-benzotriazol-1-ylmethyl)-5-benzyl-3-(4-methylphenyl)-2-phenyltetrahydro-4H-imidazol-4-one

(2R,5S)-5-benzyl-3-(4-methylphenyl)-2-phenyltetrahydro-4H-imidazol-4-one