Benzyl (hydrazinocarbonylmethyl)carbamate

Base Information

• Chemical Name: Benzyl (hydrazinocarbonylmethyl)carbamate
• CAS No.: 5680-83-1
• Molecular Formula: C10H13N3O3
• Molecular Weight: 223.232
• Hs Code.: 2928000090
• European Community (EC) Number: 227-141-2
• NSC Number: 117434
• UNII: P2UWH6Q5YX
• DSSTox Substance ID: DTXSID80205359
• Nikkaji Number: J81.076B
• Wikidata: Q83078917
• ChEMBL ID: CHEMBL238260
• Mol file: 5680-83-1.mol

Synonyms:5680-83-1;Cbz-Glycine hydrazide;Benzyl (hydrazinocarbonylmethyl)carbamate;N-Cbz-glycine hydrazide;benzyl N-(2-hydrazinyl-2-oxoethyl)carbamate;Benzyl 2-hydrazinyl-2-oxoethylcarbamate;Benzyl (2-hydrazinyl-2-oxoethyl)carbamate;P2UWH6Q5YX;benzyl N-[(hydrazinecarbonyl)methyl]carbamate;EINECS 227-141-2;MFCD00025127;NSC 117434;NSC-117434;Glycine, N-((phenylmethoxy)carbonyl)-, hydrazide;Glycine, N-[(phenylmethoxy)carbonyl]-, hydrazide;CBZ-GLY HYDRAZIDE;N-carbobenzyloxyglycine hydrazide;Cbz-glycinhydrazid;N-(Benzyloxycarbonyl)Glycine Hydrazide;2,6-difluorobenzonitril;UNII-P2UWH6Q5YX;SCHEMBL504661;CHEMBL238260;DTXSID80205359;CARBOBENZOXYGLYCINE HYDRAZIDE;NSC117434;AKOS024337589;Benzyl 2-hydrazino-2-oxoethylcarbamate;GS-3036;SB85957;benzyl(2-hydrazino-2-oxoethyl)carbamate;N-[(Benzyloxy)carbonyl]glycine hydrazide;Benzyl 2-hydrazino-2-oxoethylcarbamate #;CS-0149892;FT-0635804;((BENZYLOXY)CARBONYL)GLYCINE HYDRAZIDE;EN300-123173;A918850;BENZYL N-(2-HYDRAZINO-2-OXOETHYL)CARBAMATE;GLYCINE, N-CARBOXY-, N-BENZYL ESTER, HYDRAZIDE

Chemical Property of Benzyl (hydrazinocarbonylmethyl)carbamate

Chemical Property:

• Vapor Pressure: 8.25E-10mmHg at 25°C
• Melting Point: 116-117 °C
• Refractive Index: 1.563
• Boiling Point: 491.6 °C at 760 mmHg
• PKA: 11.19±0.46(Predicted)
• Flash Point: 251.1 °C
• PSA: 93.45000
• Density: 1.259 g/cm³
• LogP: 1.38480
• XLogP3: 0
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 223.09569129
• Heavy Atom Count: 16
• Complexity: 240

Purity/Quality:

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

Cbz-glycine hydrazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NCC(=O)NN

Technology Process of Benzyl (hydrazinocarbonylmethyl)carbamate

There total 8 articles about Benzyl (hydrazinocarbonylmethyl)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: 95.0%

methyl N-benzyloxycarbonylglycinate (1212-53-9) → N-(benzyloxycarbonyl)glycine hydrazide (5680-83-1)

Guidance literature:

With hydrazine hydrate; In methanol; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1039/d0cc02728f

Reference yield: 57.0%

N-(Benzyloxycarbonyl)glycine (1138-80-3) → N-(benzyloxycarbonyl)glycine hydrazide (5680-83-1)

Guidance literature:

N-(Benzyloxycarbonyl)glycine; With 4-methyl-morpholine; chloroformic acid ethyl ester; In tetrahydrofuran; at 20 ℃; for 2h;

With hydrazine; In tetrahydrofuran; at 0 - 20 ℃;

Reference yield:

ethyl 2-(benzyloxycarbonylamino)ethanoate (1145-81-9) → N-(benzyloxycarbonyl)glycine hydrazide (5680-83-1)

Guidance literature:

With ethanol; hydrazine hydrate;

DOI:10.1021/ja01151a512 DOI:10.1007/BF00905118

upstream raw materials:

methyl N-benzyloxycarbonylglycinate

ethyl 2-(benzyloxycarbonylamino)ethanoate

N-(Benzyloxycarbonyl)glycine

Carbobenzoxyglycin-m-nitrophenylester

Downstream raw materials:

Cbz-glycylalanine ethyl ester

benzyl (2-azido-2-oxoethyl)carbamate

N-(N-benzyloxycarbonyl-glycyl)-alanine benzyl ester

Z-Gly-D-Ala-OEt

Refernces

• 1、 De Fátima Barreto, Angélica S.,Dos Santos, Veronica Alves,Zandrade, Carlos Kleber. "Consecutive hydrazino-Ugi-azide reactions: Synthesis of acylhydrazines bearing 1,5-disubstituted tetrazoles". . p. 2596 - 2602. Retrieved 2018/01/17.
• 2、 Damalanka, Vishnu C.,Kim, Yunjeong,Alliston, Kevin R.,Weerawarna, Pathum M.,Galasiti Kankanamalage, Anushka C.,Lushington, Gerald H.,Mehzabeen, Nurjahan,Battaile, Kevin P.,Lovell, Scott,Chang, Kyeong-Ok,Groutas, William C.. "Oxadiazole-Based Cell Permeable Macrocyclic Transition State Inhibitors of Norovirus 3CL Protease". . p. 1899 - 1913. Retrieved 2016/03/22.