Methyl {[(benzyloxy)carbonyl]amino}(chloro)acetate

Base Information

• Chemical Name: Methyl {[(benzyloxy)carbonyl]amino}(chloro)acetate
• CAS No.: 64356-76-9
• Molecular Formula: C11H12ClNO4
• Molecular Weight: 257.674
• DSSTox Substance ID: DTXSID00492663
• Nikkaji Number: J329.516H
• Mol file: 64356-76-9.mol

Synonyms:64356-76-9;Methyl {[(benzyloxy)carbonyl]amino}(chloro)acetate;SCHEMBL13201368;DTXSID00492663

Chemical Property of Methyl {[(benzyloxy)carbonyl]amino}(chloro)acetate

Chemical Property:

• PSA: 68.12000
• LogP: 1.85510
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 257.0454856
• Heavy Atom Count: 17
• Complexity: 266

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(NC(=O)OCC1=CC=CC=C1)Cl

Technology Process of Methyl {[(benzyloxy)carbonyl]amino}(chloro)acetate

There total 4 articles about Methyl {[(benzyloxy)carbonyl]amino}(chloro)acetate 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:

N-(benzyloxycarbonyl)-α-hydroxy-glycine methyl ester (127357-38-4) → N-benzyloxycarbonyl α-chloro glycine methyl ester (64356-76-9)

Guidance literature:

With phosphorus pentachloride; In tetrachloromethane; for 168h; Yield given; Ambient temperature;

DOI:10.1021/jo00302a034

Reference yield:

methyl 2-(benzyloxycarbonylamino)-2-methoxyacetate (127357-37-3,58237-86-8) → N-benzyloxycarbonyl α-chloro glycine methyl ester (64356-76-9)

Guidance literature:

With phosphorus pentachloride; In tetrachloromethane;

DOI:10.1016/0040-4020(77)80039-2

Reference yield:

N-benzyloxycarbonyl-glycine (79002-45-2,56538-57-9) → N-benzyloxycarbonyl α-chloro glycine methyl ester (64356-76-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 15.08 h / 1 - 20 °C / Inert atmosphere

2: phosphorus trichloride / toluene / 26.08 h / 70 °C / Inert atmosphere

With sulfuric acid; phosphorus trichloride; In toluene;

DOI:10.15227/orgsyn.088.0152

upstream raw materials:

methyl 2-(benzyloxycarbonylamino)-2-methoxyacetate

N-(benzyloxycarbonyl)-α-hydroxy-glycine methyl ester

benzyl carbamate

N-benzyloxycarbonyl-glycine

Downstream raw materials:

N-(benzyloxycarbonyl)-O-methyl-DL-serine

methyl 2-(benzyloxycarbonylamino)acrylate

N-(benzyloxycarbonyl)-α-hydroxy-glycine methyl ester

methyl 2-(((benzyloxy)carbonyl)amino)-2-(4-methoxyphenyl)acetate