Tert-butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate

Base Information

• Chemical Name: Tert-butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate
• CAS No.: 198989-07-0
• Molecular Formula: C10H18N2O2
• Molecular Weight: 198.265
• Hs Code.: 2933990090
• European Community (EC) Number: 849-889-4
• DSSTox Substance ID: DTXSID60375403
• ChEMBL ID: CHEMBL5200084
• Mol file: 198989-07-0.mol

Synonyms:198989-07-0;Tert-butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate;N-Boc-2,5-diaza-bicyclo[2.2.1]heptane;2,5-Diazabicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester;2,5-DIAZA-BICYCLO[2.2.1]HEPTANE-2-CARBOXYLIC ACID TERT-BUTYL ESTER;2,5-DIAZABICYCLO[2.2.1]HEPTANE-2-CARBOXYLIC ACID, 1,1-DIMETHYLETHYL ESTER;2-Boc-2,5-diazabicyclo[2.2.1]heptane;MFCD01569250;(1S,4S)-N-Boc-2,5-diaza-bicyclo[2.2.1]heptane;MFCD01321293;MFCD06411671;(1R,4R)-2-Boc-2,5-diazabicyclo[2.2.1]heptane;(1R,4R)-5-Boc-2,5-diazabicyclo[2.2.1]heptane;(1S,4S)-(-)-2-Boc-2,5-diazabicyclo[2.2.1]heptane;2-BOC-2,5-DIAZA-BICYCLO[2.2.1]HEPTANE;SCHEMBL242023;CHEMBL5200084;DTXSID60375403;UXAWXZDXVOYLII-UHFFFAOYSA-N;AKOS000280943;AKOS016344424;AB09059;PB29381;SB20344;SB20345;DS-12635;SY027075;SY096847;SY097972;2-(2,5-Dimethylphenylamino)acetohydrazide;AM20090142;BB 0261476;CS-0042643;FT-0601648;FT-0645242;FT-0652850;EN300-118263;P10364;trans-2-Boc-2,5-diazabicyclo[2.2.1]heptane;A879943;W-206470;(1S,4S)-2-BOC-2,5-diazabicyclo (2.2.1)heptane;2-(t-butoxycarbonyl)-2,5-diazabicyclo[2.2.1]heptane;Tert-butyl2,5-diazabicyclo[2.2.1]heptane-2-carboxylate;tert-butyl 2,5-diaza-bicyclo[2.2.1]heptane-2-carboxylate;tert-butyl 2,5-diaza-bicyclo[2.2.l]heptane-2-carboxylate;tert-butyl-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate;1,1-dimethylethyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate;2,5-diaza-bicyclo[2.2.1]-heptane-2-carboxylic acid tert-butyl ester

Chemical Property of Tert-butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate

Chemical Property:

• Melting Point: 75-77 °C
• Boiling Point: 276.372 °C at 760 mmHg
• PKA: 9.74±0.20(Predicted)
• Flash Point: 120.946 °C
• PSA: 41.57000
• Density: 1.105 g/cm³
• LogP: 1.23430
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 198.136827821
• Heavy Atom Count: 14
• Complexity: 247

Purity/Quality:

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

tert-Butyl2,5-Diazabicyclo[2.2.1]heptane-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CC2CC1CN2

Technology Process of Tert-butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate

There total 2 articles about Tert-butyl 2,5-diazabicyclo[2.2.1]heptane-2-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:

2,5-diazabicyclo[2.2.1]heptane dihydrobromide + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate (198989-07-0,174823-32-6)

Guidance literature:

With triethylamine; In methanol; at -30 - 25 ℃;

Reference yield:

→ tert-butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate (198989-07-0,174823-32-6)

Guidance literature:

Reference yield: 97.0%

benzoic acid (65-85-0,8013-63-6) + tert-butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate (198989-07-0,174823-32-6) → tert-butyl 5-benzoyl-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 8h;

DOI:10.1016/j.ejmech.2021.113591

upstream raw materials:

di-tert-butyl dicarbonate

Downstream raw materials:

5-(3-chlorophenyl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester

2-tBoc-5-diphenylmethyl-2,5-diazabicyclo[2.2.1]heptane

5-[1-(2-chloro-phenyl)-ethyl]-2,5-diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester

5-(4-nitrophenyl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester

Refernces

• 1、 -. "(R,R) AND (S,S) 2,5-DIAZABICYCLO [2,2,1]HEPTANE DERIVATIVES". . . Retrieved 2008/06/13.