Methyl N-benzyloxycarbonylglycinate

Base Information

• Chemical Name: Methyl N-benzyloxycarbonylglycinate
• CAS No.: 1212-53-9
• Molecular Formula: C11H13NO4
• Molecular Weight: 223.229
• Hs Code.: 2924299090
• European Community (EC) Number: 214-922-8
• NSC Number: 88470
• UNII: FJN4H3C4H6
• DSSTox Substance ID: DTXSID00153181
• Nikkaji Number: J80.098H
• Wikidata: Q72488151
• ChEMBL ID: CHEMBL101349
• Mol file: 1212-53-9.mol

Synonyms:1212-53-9;Z-Gly-OMe;Z-glycine methyl ester;Methyl N-benzyloxycarbonylglycinate;Carbobenzyloxyglycine methyl ester;Methyl 2-(((benzyloxy)carbonyl)amino)acetate;N-CBZ-Glycine Methyl Ester;Cbz-Glycine methyl ester;methyl 2-(phenylmethoxycarbonylamino)acetate;methyl 2-(benzyloxycarbonylamino)acetate;Carbobenzoxyglycine methyl ester;Glycine, N-[(phenylmethoxy)carbonyl]-, methyl ester;MFCD00043631;FJN4H3C4H6;N-Carbobenzoxyglycine Methyl Ester;EINECS 214-922-8;NSC-88470;N-benzyloxycarbonylglycine methyl ester;Glycine, N-((phenylmethoxy)carbonyl)-, methyl ester;Methyl 2-[[(benzyloxy)carbonyl]amino]acetate;METHYL 2-{[(BENZYLOXY)CARBONYL]AMINO}ACETATE;Cbz glycine methyl ester;Benzyloxycarbonylamino-acetic acid methyl ester;UNII-FJN4H3C4H6;N-ALPHA-CARBOBENZOXY-GLYCINE METHYL ESTER;NCIOpen2_005611;CHEMBL101349;SCHEMBL2065470;DTXSID00153181;methyl-N-benzyloxycarbonyl-glycinate;NSC88470;NSC 88470;Methyl ((benzyloxy)carbonyl)glycinate;AKOS008934567;AM81790;CS-W013094;FD21593;HY-W012378;N-benzyloxycarbonyl glycine methyl ester;N-benzyloxycarbonyl-glycine methyl ester;AS-11221;SY033233;METHYL4-PIPERIDINOBENZENECARBOXYLATE;N-[(Benzyloxy)carbonyl]glycine methyl ester;C2838;FT-0623461;FT-0727615;(BENZYLOXYCARBONYL)GLYCINE METHYL ESTER;Methyl ([(benzyloxy)carbonyl]amino)acetate #;N-(CARBOBENZYLOXY)GLYCINE METHYL ESTER;EN300-749041;A851084;GLYCINE, N-CARBOXY-, N-BENZYL METHYL ESTER;J-521862;N-(PHENYLMETHOXYCARBONYL)GLYCINE METHYL ESTER

Chemical Property of Methyl N-benzyloxycarbonylglycinate

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 1.73E-05mmHg at 25°C
• Melting Point: 22-26℃
• Refractive Index: 1.518
• Boiling Point: 364.1 °C at 760 mmHg
• PKA: 10.85±0.46(Predicted)
• Flash Point: 174 °C
• PSA: 64.63000
• Density: 1.19 g/cm³
• LogP: 1.47670
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 223.08445790
• Heavy Atom Count: 16
• Complexity: 236

Purity/Quality:

98%,99%, ^*data from raw suppliers

Cbz-glycine methyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl N-benzyloxycarbonylglycinate

There total 27 articles about Methyl N-benzyloxycarbonylglycinate 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: 100.0%

methanol (67-56-1) + N-(Benzyloxycarbonyl)glycine (1138-80-3) → methyl N-benzyloxycarbonylglycinate (1212-53-9)

Guidance literature:

With thionyl chloride; at 0 ℃; for 2.16667h; Inert atmosphere;

DOI:10.1039/b926965g

Reference yield: 100.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + N-(Benzyloxycarbonyl)glycine (1138-80-3) → methyl N-benzyloxycarbonylglycinate (1212-53-9)

Guidance literature:

In diethyl ether;

DOI:10.1039/b004180g

Reference yield: 95.0%

N-carbobenzoxy-N-chloroglycine methyl ester (129778-98-9) → methyl N-benzyloxycarbonylglycinate (1212-53-9)

Guidance literature:

With triethylamine; at -78 ℃; further bases;

DOI:10.1080/00397919608003521

upstream raw materials:

diazomethane

N-(Benzyloxycarbonyl)glycine

methanol

N-(benzyloxycarbonyl)glycine anhydride

Downstream raw materials:

N-(benzyloxycarbonyl)glycine hydrazide

N-benzyloxycarbonylglycylaminoethanol

N-Benzyloxycarbonyl-glycyl-guanidin

(S)-2-(2-Benzyloxycarbonylamino-acetylamino)-propionic acid sec-butyl ester

Refernces

• 1、 Barreto, Angélica De Fátima S.,Dos Santos, Veronica Alves,Andrade, Carlos Kleber Z.. "Synthesis of acylhydrazino-peptomers, a new class of peptidomimetics, by consecutive Ugi and hydrazino-Ugi reactions". . p. 2865 - 2872. Retrieved 2016.
• 2、 Cheng, Xionglve,Jiang, Gangzhong,Li, Xingxing,Tao, Suyan,Wan, Xiaobing,Zhao, Yanwei,Zheng, Yonggao. "Green Esterification of Carboxylic Acids Promoted by tert-Butyl Nitrite". supporting information. p. 2713 - 2718. Retrieved 2021/06/25.
• 3、 Shimbo, Daisuke,Maruyama, Toshifumi,Tada, Norihiro,Itoh, Akichika. "N-Alkenylation of hydroxamic acid derivatives with ethynyl benziodoxolone to synthesizecis-enamides through vinyl benziodoxolones". supporting information. p. 2442 - 2447. Retrieved 2021/04/02.