Boc-glycine

Base Information

• Chemical Name: Boc-glycine
• CAS No.: 4530-20-5
• Molecular Formula: C7H13NO4
• Molecular Weight: 175.185
• Hs Code.: 29241990
• European Community (EC) Number: 224-864-5
• NSC Number: 127669
• DSSTox Substance ID: DTXSID2063509
• Nikkaji Number: J57.777D
• Wikidata: Q72449454
• ChEMBL ID: CHEMBL508605
• Mol file: 4530-20-5.mol

Synonyms:BOC-glycine;BOC-glycine, 14C-labeled;BOC-glycine, ethoxy-2-(14)C-labeled;BOC-glycine, glycine-(17)O-labeled;BOC-glycine, monocesium salt;BOC-glycine, monosodium salt;BOC-glycine, monothallium (+1) salt

Chemical Property of Boc-glycine

Chemical Property:

• Appearance/Colour: white to off-white powder
• Vapor Pressure: 9.08E-05mmHg at 25°C
• Melting Point: 86-89 °C(lit.)
• Refractive Index: 1.4353 (estimate)
• Boiling Point: 315.9 °C at 760 mmHg
• PKA: 4.00±0.10(Predicted)
• Flash Point: 144.9 °C
• PSA: 75.63000
• Density: 1.159 g/cm³
• LogP: 0.98660
• Storage Temp.: -20°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: soluble
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 175.08445790
• Heavy Atom Count: 12
• Complexity: 182

Purity/Quality:

99% ^*data from raw suppliers

N-tert-Boc-glycine-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-41-36/37/38-20/21/22
• Safety Statements: 26-36/37/39-39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCC(=O)O
• Uses: BOC-Glycine is used in the composition of drugs containing Ketoprofen, and Sodium hyaluronate as antiinflammatory agents. Boc-Gly-OH can be used:For the esterification reaction to synthesize N-Boc amino acid esters for peptide chemistry.For the synthesis of tripeptide H-Gly-Pro-Glu-OH, analogs of neuroprotective drugs.As a promoter for the allylation of hydrazones and isatin.

Technology Process of Boc-glycine

There total 77 articles about Boc-glycine 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%

2-oxo-2-phenylethyl 2-(tert-butoxycarbonylamino)acetate (83316-95-4) → BOC-glycine (4530-20-5) + acetophenone (98-86-2)

Guidance literature:

With N,N,N',N'-tetramethyl-o-phenylenediamine; In acetonitrile; for 2h; Irradiation;

DOI:10.1021/jo970495j

Reference yield: 95.0%

glycine (56-40-6,18875-39-3,25718-94-9) → BOC-glycine (4530-20-5)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; at 20 ℃; for 8h;

DOI:10.1002/cctc.201600070

Reference yield: 94.0%

tert-butyl (2,4-dioxo-3-azaspiro[5,5]undecan-3-yl) carbonate + glycine (56-40-6,18875-39-3,25718-94-9) → BOC-glycine (4530-20-5)

Guidance literature:

With sodium hydroxide; In water; acetone; at 25 ℃; for 12h;

DOI:10.1080/00397911.2017.1366525

upstream raw materials:

tert-Butyl 4-nitrophenyl carbonate

glycine

phosgene

GlyOEt*HCl

Downstream raw materials:

N-tert-butoxycarbonyl-glycyl=>phenylalanyl=>glycine ethyl ester; N-tert-butoxycarbonyl-glycyl=>L-phenylalanyl=>glycine ethyl ester

glycylphenylalanine

Boc-Gly-ODNP

tert-butoxycarbonylglycine p-nitrophenylester

Refernces

• 1、 Blodgett, Jordan,Li, Tingyu. "The 4-tert-butylphenyl group as a simple tag for solution phase synthesis". . p. 6649 - 6652. Retrieved 2004.
• 2、 Bassetto, Marcella,Brancale, Andrea,Pasqualetto, Gaia,Pileggi, Elisa,Rozanowska, Malgorzata,Schepelmann, Martin,Varricchio, Carmine. "Ligand-based rational design, synthesis and evaluation of novel potential chemical chaperones for opsin". supporting information. . Retrieved 2021/09/24.