Boc-guanidine

Base Information

• Chemical Name: Boc-guanidine
• CAS No.: 219511-71-4
• Molecular Formula: C6H13N3O2
• Molecular Weight: 159.188
• Hs Code.: 29252900
• European Community (EC) Number: 694-484-6
• DSSTox Substance ID: DTXSID20464004
• Nikkaji Number: J2.076.068K
• Mol file: 219511-71-4.mol

Synonyms:Boc-guanidine;219511-71-4;N-BOC-GUANIDINE;Tert-butyl N-(diaminomethylidene)carbamate;1-Boc-guanidine;tert-butyl N-carbamimidoylcarbamate;MFCD07369706;1-(tert-Butoxycarbonyl)guanidine;Boc guanidine;N-Boc-guanidine, 97%;tert-butoxycarbonylguanidine;tert-butyloxycarbonylguanidine;N-tert-butoxycarbonylguanidine;(tert-butoxycarbonyl)guanidine;SCHEMBL320540;tert-butyl carbamimidoylcarbamate;N'-tert-butyloxycarbonylguanidine;N-(t-butyloxycarbonyl)-guanidine;N-tert-butyloxycarbonyl-guanidine;DTXSID20464004;UMOZLQVSOVNSCA-UHFFFAOYSA-N;AKOS005137978;AKOS032949743;AM82966;CS-W022603;AS-11255;SY053298;B5001;FT-0650902;EN300-71300;A20628;1,1-dimethylethyl [amino(imino)methyl]carbamate;J-519911

Chemical Property of Boc-guanidine

Chemical Property:

• Vapor Pressure: 0.0133mmHg at 25°C
• Melting Point: 170-175℃
• Refractive Index: 1.498
• Boiling Point: 259.007 °C at 760 mmHg
• PKA: 9.60±0.46(Predicted)
• Flash Point: 110.444 °C
• PSA: 88.20000
• Density: 1.189 g/cm³
• LogP: 1.59550
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Sensitive.: Moisture Sensitive
• Solubility.: Soluble in most alcohols, esters (e.g., ethyl acetate), ketones
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 159.100776666
• Heavy Atom Count: 11
• Complexity: 177

Purity/Quality:

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

Boc-guanidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36-60

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N=C(N)N
• Uses: N-Boc-guanidine, is used as used as guanidinylating agent and for synthesis of 2-aminoimidazoles. It is also used as a pharmaceutical intermediate.

Technology Process of Boc-guanidine

There total 9 articles about Boc-guanidine 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%

di-tert-butyl dicarbonate (24424-99-5) + guanidine hydrochloride (50-01-1) → tert-butyl N-(diaminomethylidene)carbamate (219511-71-4)

Guidance literature:

guanidine hydrochloride; With sodium hydroxide; In water; at 0 ℃; for 0.166667h; Inert atmosphere;

di-tert-butyl dicarbonate; In water; acetone; at 0 - 20 ℃; for 2.5h; Inert atmosphere;

DOI:10.1016/j.tet.2010.05.074

Reference yield: 97.0%

di-tert-butyl dicarbonate (24424-99-5) + guanidine hydrochloride (50-01-1) → tert-butyl carbamimidoylcarbamate (219511-71-4)

Guidance literature:

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

DOI:10.1002/ejoc.200700756

Reference yield: 92.0%

di-tert-butyl dicarbonate (24424-99-5) + guanidine hydrogen carbonate (124-46-9,20734-13-8,100224-74-6,593-85-1,90332-86-8,3425-08-9) → tert-butyl carbamimidoylcarbamate (219511-71-4)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; at 20 ℃; for 21h;

DOI:10.1021/ol048529e

upstream raw materials:

di-tert-butyl dicarbonate

guanidine hydrochloride

guanidine hydrogen carbonate

1,4-dioxane

Downstream raw materials:

tert-butyl 2-amino-4-(5-phenylpentyl)-1H-imidazole-1-carboxylate

C₂₉H₂₈ClN₅O₄S

C₁₈H₁₉N₅O₃S

2-amino-5-(4-iodophenyl)imidazole-1-carboxylic acid tert-butyl ester

Refernces

• 1、 Lessard, Jacob J.,Meena, Chhuttan L.,Mondal, Swagata,Sanjayan, Gangadhar J.,Sumerlin, Brent S.. "Janus Cross-links in Supramolecular Networks". supporting information. p. 845 - 853. Retrieved 2022/01/19.
• 2、 Holtum, Tim,Kumar, Vikas,Schlücker, Sebastian,Sebena, Daniel,Voskuhl, Jens. "UV resonance Raman spectroscopy of the supramolecular ligand guanidiniocarbonyl indole (GCI) with 244 nm laser excitation". supporting information. p. 2911 - 2919. Retrieved 2020/12/22.