N,N',N''-Tri-Boc-guanidine

Base Information

• Chemical Name: N,N',N''-Tri-Boc-guanidine
• CAS No.: 216584-22-4
• Molecular Formula: C16H29N3O6
• Molecular Weight: 359.423
• European Community (EC) Number: 693-309-0
• DSSTox Substance ID: DTXSID20441916
• Nikkaji Number: J1.066.316D
• Mol file: 216584-22-4.mol

Synonyms:N,N',N''-Tri-Boc-guanidine;216584-22-4;1,2,3-Tris(tert-butoxycarbonyl)guanidine;tert-butyl N-[bis[(2-methylpropan-2-yl)oxycarbonylamino]methylidene]carbamate;SCHEMBL3144118;N-,N'-,N"-Tri-Boc-guanidine;DTXSID20441916;XZGNHTJSFCBWHG-UHFFFAOYSA-N;N-,N'-,N''-Tri-Boc-Guanidine;MFCD11656061;N,N',N''-Tri-Boc-guanidine, 97%;AS-30325;N,N inverted exclamation marka,N inverted exclamation marka inverted exclamation marka-Tri-Boc-guanidine;CS-0173626;T2964;A935402;J-014212

Chemical Property of N,N',N''-Tri-Boc-guanidine

Chemical Property:

• Melting Point: 190-196 °C
• PKA: 5.88±0.46(Predicted)
• PSA: 122.30000
• Density: 1.10±0.1 g/cm3(Predicted)
• LogP: 3.73570
• Storage Temp.: 2-8°C
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 359.20563565
• Heavy Atom Count: 25
• Complexity: 504

Purity/Quality:

99% ^*data from raw suppliers

N,N′,N′′-Tri-Boc-guanidine 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(=NC(=O)OC(C)(C)C)NC(=O)OC(C)(C)C

Technology Process of N,N',N''-Tri-Boc-guanidine

There total 3 articles about N,N',N''-Tri-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: 60.0%

di-tert-butyl dicarbonate (24424-99-5) + guanidine hydrochloride (50-01-1) → 1,3-bis(t-butoxycarbonyl)guanidine (332882-82-3,154476-57-0) + N1,N2,N3-tris(tert-butoxycarbonyl)guanidine (216584-22-4)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; at 0 - 20 ℃; for 26h;

DOI:10.1055/s-2004-829130

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + guanidine hydrochloride (50-01-1) → 1,3-bis(t-butoxycarbonyl)guanidine (332882-82-3,154476-57-0) + tert-butyl carbamimidoylcarbamate (219511-71-4) + N1,N2,N3-tris(tert-butoxycarbonyl)guanidine (216584-22-4)

Guidance literature:

With sodium hydroxide; Yield given; Multistep reaction; 1.) dioxane, water, 2.) dioxane, water, room temperature;

DOI:10.1021/jo9814344

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + guanidine hydrochloride (50-01-1) → N1,N2,N3-tris(tert-butoxycarbonyl)guanidine (216584-22-4)

Guidance literature:

With potassium hydroxide; sodium carbonate; Yield given; Multistep reaction; 1.) DMSO, 5 min; other reagent: sodium hydroxide, 2.) DMSO, 40 deg C, 60 h;

DOI:10.1021/jo9814344

upstream raw materials:

di-tert-butyl dicarbonate

guanidine hydrochloride

Downstream raw materials:

C₃₆H₅₅N₃O₇Si

C₃₄H₄₅N₃O₆

C₃₄H₄₅N₃O₆

Refernces

• 1、 Castillo-Melendez, Joel A.,Golding, Bernard T.. "Optimisation of the synthesis of guanidines from amines via nitroguanidines using 3,5-dimethyl-N-nitro-1H-pyrazole-1-carboxamidine". . p. 1655 - 1663. Retrieved 2007/10/03.