Tert-butyl 3,6-diazabicyclo[3.2.1]octane-6-carboxylate

Base Information

• Chemical Name: Tert-butyl 3,6-diazabicyclo[3.2.1]octane-6-carboxylate
• CAS No.: 194032-49-0
• Molecular Formula: C11H20N2O2
• Molecular Weight: 212.292
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80705465
• Mol file: 194032-49-0.mol

Synonyms:tert-butyl 3,6-diazabicyclo[3.2.1]octane-6-carboxylate;194032-49-0;3,6-Diazabicyclo[3.2.1]octane-6-carboxylic acid, 1,1-dimethylethyl ester;t-Butyl 3,6-Diazabicyclo[3.2.1]octane-6-carboxylate;SCHEMBL928271;DTXSID80705465;CSQBUSQTOWHXLW-UHFFFAOYSA-N;BCP28116;MFCD13192098;AKOS016011240;PB39492;PB41634;AM803450;AS-48367;CS-0036857;FT-0685277;EN300-125380;F30556;6-(tert-butoxycarbonyl)-3,6-diazabicyclo[3.2.1]octane;tert-butyl3,6-diazabicyclo[3.2.1]octane-6-carboxylate;Racemic tert-butyl 3,6-diazabicyclo[3.2.1]octane-6-carboxylate

Chemical Property of Tert-butyl 3,6-diazabicyclo[3.2.1]octane-6-carboxylate

Chemical Property:

• Boiling Point: 295.4±13.0 °C(Predicted)
• PKA: 10.78±0.20(Predicted)
• PSA: 41.57000
• Density: 1.076±0.06 g/cm3(Predicted)
• LogP: 1.48190
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 212.152477885
• Heavy Atom Count: 15
• Complexity: 260

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl3,6-diazabicyclo[3.2.1]octane-6-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CC2CC1CNC2

Technology Process of Tert-butyl 3,6-diazabicyclo[3.2.1]octane-6-carboxylate

There total 8 articles about Tert-butyl 3,6-diazabicyclo[3.2.1]octane-6-carboxylate 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: 99.0%

tert-butyl 3-benzyl-3,6-diazabicyclo[3.2.1]octane-6-carboxylate (848591-68-4) → tert-butyl 3,6-diazabicyclo [3.2.1]octane-6-carboxylate (194032-49-0)

Guidance literature:

With hydrogen; palladium(II) hydroxide; In methanol; at 65 ℃; under 51716.2 Torr;

DOI:10.1016/j.bmcl.2010.01.138

Reference yield: 40.0%

tert-butyl 2,4-bis((methylsulfonyloxy)methyl)pyrrolidine-1-carboxylate (1058737-59-9) → tert-butyl 3,6-diazabicyclo [3.2.1]octane-6-carboxylate (194032-49-0)

Guidance literature:

With ammonia; copper(l) iodide; In water; at 100 ℃; for 16h;

Reference yield:

2-(tert-butoxycarbonyl)-2-azabicyclo[2.2.1]hept-5-ene (188345-71-3) → tert-butyl 3,6-diazabicyclo [3.2.1]octane-6-carboxylate (194032-49-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: O₃; AcOH / CH₂Cl₂ / -78 °C

1.2: dimethyl sulfide / CH₂Cl₂ / -78 - 20 °C

1.3: 77 percent / NaCNBH₃ / methanol / 24 h / 20 °C

2.1: H₂ / Pd(OH)2/C / methanol / 36 h / 50 °C / 3102.97 Torr

With hydrogen; ozone; acetic acid; palladium dihydroxide; In methanol; dichloromethane;

DOI:10.1021/jm070018l

upstream raw materials:

tert-butyl 3-benzyl-3,6-diazabicyclo[3.2.1]octane-6-carboxylate

di-tert-butyl dicarbonate

2-(tert-butoxycarbonyl)-2-azabicyclo[2.2.1]hept-5-ene

tert-butyl 2,4-bis((methylsulfonyloxy)methyl)pyrrolidine-1-carboxylate

Downstream raw materials:

3-(6-Phenyl-pyridazin-3-yl)-3,6-diaza-bicyclo[3.2.1]octane-6-carboxylic Acid Tert-Butyl Ester

C₂₁H₂₇N₅O₃