Boc-Gly-ONp

Base Information

• Chemical Name: Boc-Gly-ONp
• CAS No.: 3655-05-8
• Molecular Formula: C13H16 N2 O6
• Molecular Weight: 296.28
• Hs Code.: 2924299090
• European Community (EC) Number: 222-900-4
• UNII: LSY9XH56AJ
• DSSTox Substance ID: DTXSID90190045
• Nikkaji Number: J205.573B
• Wikidata: Q83062304
• Mol file: 3655-05-8.mol

Synonyms:Boc-Gly-ONp;3655-05-8;Boc-glycine 4-nitrophenyl ester;4-nitrophenyl n-(tert-butoxycarbonyl)glycinate;(4-nitrophenyl) 2-[(2-methylpropan-2-yl)oxycarbonylamino]acetate;4-Nitrophenyl N-((1,1-dimethylethoxy)carbonyl)glycinate;4-nitrophenyl (tert-butoxycarbonyl)glycinate;4-nitrophenyl 2-(tert-butoxycarbonylamino)acetate;Boc-glycine p-nitrophenyl ester;LSY9XH56AJ;SCHEMBL7068808;DTXSID90190045;Glycine, N-[(1,1-dimethylethoxy)carbonyl]-, 4-nitrophenyl ester;EINECS 222-900-4;MFCD00038125;AKOS015998058;FD21653;Boc-Gly-ONp, >=98.0% (HPLC);AS-56274;CS-0154397;N-t-Butyloxycarbonylglycine p-nitrophenyl ester;(tert-Butoxycarbonyl)glycine p-nitrophenyl ester;N-(tert-Butoxycarbonyl)glycine 4-nitrophenyl ester;N-tert-Butyloxycarbonylglycine p-nitrophenyl ester;4-nitrophenyl 2-((tert-butoxycarbonyl)amino)acetate;N-alpha-t-Butyloxycarbonyl-glycine p-nitrophenyl ester;N-[(1,1-Dimethylethoxy)carbonyl]glycine 4-nitrophenyl ester

Chemical Property of Boc-Gly-ONp

Chemical Property:

• Vapor Pressure: 1.54E-08mmHg at 25°C
• Melting Point: 71 °C
• Boiling Point: 457°Cat760mmHg
• PKA: 10.65±0.46(Predicted)
• Flash Point: 230.2°C
• PSA: 110.45000
• Density: 1.267g/cm³
• LogP: 2.93900
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 296.10083623
• Heavy Atom Count: 21
• Complexity: 390

Purity/Quality:

99% ^*data from raw suppliers

Boc-Gly-ONp 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCC(=O)OC1=CC=C(C=C1)[N+](=O)[O-]
• Uses: Substrate for chymotrypsin and trypsin.

Technology Process of Boc-Gly-ONp

There total 9 articles about Boc-Gly-ONp 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: 64.0%

BOC-glycine (4530-20-5) + 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → tert-butoxycarbonylglycine p-nitrophenylester (3655-05-8)

Guidance literature:

With 2,6-di-tert-butyl-4-methyl-phenol; In pyridine; benzene;

DOI:10.1007/BF00575762

Reference yield:

hydrogenchloride (7647-01-0,15364-23-5) + BOC-glycine (4530-20-5) + 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 1,2-dichloro-ethane (107-06-2,52399-93-6) → tert-butoxycarbonylglycine p-nitrophenylester (3655-05-8)

Guidance literature:

In dichloromethane;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butoxycarbonylglycine p-nitrophenylester (3655-05-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / water; tetrahydrofuran / 5 h / 20 °C / Large scale

2: dicyclohexyl-carbodiimide / 1,4-dioxane / 20 °C / Large scale

With sodium hydrogencarbonate; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; water;

DOI:10.1021/acs.oprd.5b00004

upstream raw materials:

BOC-glycine

4-nitro-phenol

tert-butyloxycarbonylglycine imidazolide

tert-Butyl 4-nitrophenyl carbonate

Downstream raw materials:

Boc-Gly-EtDa-Z

Z-Tyr(Bzl)-Pro-Phe-Pro-Gly-EtDA<*>Gly<*>Gly-Boc

Z-Gly-EtDA<*>Gly-Gly-Boc

{[2-(1-benzyl-piperidin-4-yl)-ethylcarbamoyl]-methyl}-carbamic acid tert-butyl ester

Refernces

• 1、 -. "Pesticidal compositions and processes related thereto". Page/Page column 91. . Retrieved 2016/01/09.
• 2、 -. "PESTICIDAL COMPOSITIONS AND PROCESSES RELATED THERETO". Page/Page column 90. . Retrieved 2014/07/08.