tri-tert-Butyl hydrazine-1,1,2-tricarboxylate

Base Information

• Chemical Name: tri-tert-Butyl hydrazine-1,1,2-tricarboxylate
• CAS No.: 185456-26-2
• Molecular Formula: C15H28 N2 O6
• Molecular Weight: 332.397
• Hs Code.: 2928000090
• DSSTox Substance ID: DTXSID50452338
• Nikkaji Number: J1.223.886J
• Mol file: 185456-26-2.mol

Synonyms:185456-26-2;Boc3-Hydrazine;tri-tert-Butyl hydrazine-1,1,2-tricarboxylate;Tris-(t-butyloxycarbonyl)-hydrazine;1,1,2-Tris(tert-butoxycarbonyl)hydrazine;Tert-butyl N-[(2-methylpropan-2-yl)oxycarbonyl]-N-[(2-methylpropan-2-yl)oxycarbonylamino]carbamate;Hydrazinetricarboxylic acid, tris(1,1-dimethylethyl) ester;C15H28N2O6;SCHEMBL17505331;DTXSID50452338;Tris-(t-butyloxycarbonyl)hydrazine;CS-M3672;MFCD04973130;AKOS015908104;SB85900;CS-15122;F31360;A880713;J-011900

Chemical Property of tri-tert-Butyl hydrazine-1,1,2-tricarboxylate

Chemical Property:

• Melting Point: 109-110 °C
• PKA: 7.34±0.50(Predicted)
• PSA: 94.17000
• Density: 1.097±0.06 g/cm3(Predicted)
• LogP: 3.98920
• Storage Temp.: 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 332.19473662
• Heavy Atom Count: 23
• Complexity: 426

Purity/Quality:

98% ^*data from raw suppliers

1,1,2-Tris(tert-butoxycarbonyl)hydrazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of tri-tert-Butyl hydrazine-1,1,2-tricarboxylate

There total 4 articles about tri-tert-Butyl hydrazine-1,1,2-tricarboxylate 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:

di-tert-butyl-diazodicarboxylate (870-50-8) → 1,2-bis(t-butyloxycarbonyl)hydrazine (16466-61-8) + tri-tert-butyl hydrazine-1,1,2-tricarboxylate (185456-26-2)

Guidance literature:

With fur-2-ylboronic acid; copper diacetate; 4 A molecular sieve; In methanol; at 40 ℃; for 1h;

DOI:10.1021/ol052403f

Reference yield:

C23H34N2O8 (185456-24-0) → tri-tert-butyl hydrazine-1,1,2-tricarboxylate (185456-26-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 3h; Yield given;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tri-tert-butyl hydrazine-1,1,2-tricarboxylate (185456-26-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 0.25 h

2: DMAP / acetonitrile / 0.25 h

3: H₂ / 5percent Pd/C / methanol / 3 h

With dmap; hydrogen; palladium on activated charcoal; In methanol; acetonitrile;

upstream raw materials:

C₂₃H₃₄N₂O₈

di-tert-butyl-diazodicarboxylate

di-tert-butyl dicarbonate

1-tert-butoxycarbonyl-2-carbobenzyloxyhydrazine

Downstream raw materials:

1-benzyl-1,2,2-tris(tert-butoxycarbonyl)hydrazine

N,N'-diacetyl-N'-(4-[1,3]dioxolan-2-yl-phenyl)-hydrazinecarboxylic acid tert-butyl ester

C₂₄H₃₆N₂O₈

benzyl 4-[N-tert-butoxycarbonyl-N-di(tert-butoxycarbonyl)-amino]amino-4-deoxy-2,3-O-isopropylidene-α-D-arabinopyranoside

Refernces

• 1、 Maeeorg, Uno,Grehn, Leif,Ragnarsson, Ulf. "Ein prototypisches Reagens fuer die Synthese substituierter Hydrazine". . p. 2802 - 2803. Retrieved 2007/10/03.