Acetic acid, (2-benzyloxycarbonylaminoacetylamino)-, methyl ester

Base Information

• Chemical Name: Acetic acid, (2-benzyloxycarbonylaminoacetylamino)-, methyl ester
• CAS No.: 13437-63-3
• Molecular Formula: C13H16N2O5
• Molecular Weight: 280.28
• NSC Number: 169148
• DSSTox Substance ID: DTXSID70305110
• Nikkaji Number: J1.418.756A
• Wikidata: Q82051574
• Pharos Ligand ID: 2RK88PZ29DKP
• ChEMBL ID: CHEMBL3809154
• Mol file: 13437-63-3.mol

Synonyms:13437-63-3;CHEMBL3809154;Carbobenzyloxyglycylglycine methyl ester;NSC169148;Z-Gly-Gly-OMe;SCHEMBL11432703;DTXSID70305110;BDBM50172797;AKOS024338051;NSC-169148;Methyl N-[(benzyloxy)carbonyl]glycylglycinate;CARBOBENZYLOXYGLYCYLGLYCINE METHYL ESTER;Z240299858;Methyl 2-(2-(((benzyloxy)carbonyl)amino)acetamido)acetate;Methyl2-(2-(((benzyloxy)carbonyl)amino)acetamido)acetate;Acetic acid, (2-benzyloxycarbonylaminoacetylamino)-, methyl ester;2-[(2-phenylmethoxycarbonylamino-acetyl)amino]-acetic acid methyl ester

Chemical Property of Acetic acid, (2-benzyloxycarbonylaminoacetylamino)-, methyl ester

Chemical Property:

• Vapor Pressure: 6.33E-10mmHg at 25°C
• Boiling Point: 494.6°C at 760 mmHg
• Flash Point: 253°C
• Density: 1.237g/cm³
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 280.10592162
• Heavy Atom Count: 20
• Complexity: 340

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)CNC(=O)CNC(=O)OCC1=CC=CC=C1

Technology Process of Acetic acid, (2-benzyloxycarbonylaminoacetylamino)-, methyl ester

There total 18 articles about Acetic acid, (2-benzyloxycarbonylaminoacetylamino)-, methyl ester 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-(Benzyloxycarbonyl)glycine (1138-80-3) + methoxycarbonylmethylamine (616-34-2) → methyl [({[(benzyloxy)carbonyl]amino}acetyl)amino]acetate (13437-63-3)

Guidance literature:

With pyridine; polymer-bound N-hydroxysuccinimide; dicyclohexyl-carbodiimide; In acetonitrile; at 25 ℃; for 7h;

DOI:10.1016/S0040-4039(01)00763-8

Reference yield: 88.0%

glycine ethyl ester hydrochloride (5680-79-5,883886-67-7) + N-(Benzyloxycarbonyl)glycine (1138-80-3) → methyl [({[(benzyloxy)carbonyl]amino}acetyl)amino]acetate (13437-63-3)

Guidance literature:

With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 1h;

DOI:10.1021/acs.jmedchem.9b01540

Reference yield: 87.0%

2,3,4,6-tetra-O-acetyl-1-O-(N-benzyloxycarbonylglycyl)-β-D-glucopyranose (84814-40-4) + methoxycarbonylmethylamine (616-34-2) → methyl [({[(benzyloxy)carbonyl]amino}acetyl)amino]acetate (13437-63-3)

Guidance literature:

With 4-methyl-morpholine; In dichloromethane; for 48h; Heating;

DOI:10.1016/S0008-6215(00)81893-5

upstream raw materials:

N-(Benzyloxycarbonyl)glycine

methoxycarbonylmethylamine

methanol

Cbz-Gly-Gly-OBn

Downstream raw materials:

Cbz-glycylglycyl hydrazide

methyl 2-(5-methoxy-2,4-dioxoimidazolidin-3-yl)acetate

N-benzyloxycarbonylglycyl-α-methoxyglycine methyl ester

N-[N-(N-benzyloxycarbonyl-glycyl)-glycyl]-D-alanine

Refernces

• 1、 Burichenko et al.. "". . . Retrieved 1972.
• 2、 Kita, Yusuke,Nishii, Yuji,Higuchi, Takafumi,Mashima, Kazushi. "Zinc-catalyzed amide cleavage and esterification of β- hydroxyethylamides". supporting information; body text. p. 5723 - 5726. Retrieved 2012/08/07.