(1R,4R)-2-Methyl-2,5-diazabicyclo[2.2.1]heptane

Base Information

• Chemical Name: (1R,4R)-2-Methyl-2,5-diazabicyclo[2.2.1]heptane
• CAS No.: 133097-95-7
• Molecular Formula: C6H12N2
• Molecular Weight: 112.175
• DSSTox Substance ID: DTXSID70576005
• Nikkaji Number: J293.197D
• Wikidata: Q82465512
• Mol file: 133097-95-7.mol

Synonyms:(1R,4R)-2-Methyl-2,5-diazabicyclo[2.2.1]heptane;133097-95-7;(1R,4R)-5-Methyl-2,5-diazabicyclo[2.2.1]heptane;2,5-Diazabicyclo[2.2.1]heptane,2-methyl-;(1R,4R)-2-Methyl-2,5-diaza-bicyclo[2.2.1]heptane;SCHEMBL1855691;DTXSID70576005;YFDRYBUJCGOYCQ-PHDIDXHHSA-N;AKOS006239349;CS-0054631;EN300-145735;P12347;A909042

Chemical Property of (1R,4R)-2-Methyl-2,5-diazabicyclo[2.2.1]heptane

Chemical Property:

• Boiling Point: 159.6±8.0 °C(Predicted)
• PKA: 10.48±0.20(Predicted)
• PSA: 15.27000
• Density: 0.998±0.06 g/cm3(Predicted)
• LogP: -0.07100
• Storage Temp.: 2-8°C
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 112.100048391
• Heavy Atom Count: 8
• Complexity: 103

Purity/Quality:

98%Min ^*data from raw suppliers

(1R,4R)-5-Methyl-2,5-diazabicyclo[2.2.1]heptane 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CC2CC1CN2
• Isomeric SMILES: CN1C[C@H]2C[C@@H]1CN2

Technology Process of (1R,4R)-2-Methyl-2,5-diazabicyclo[2.2.1]heptane

There total 5 articles about (1R,4R)-2-Methyl-2,5-diazabicyclo[2.2.1]heptane 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: 92.0%

→ (1S,4S)-2-Methyl-2,5-diazabicyclo-[2.2.1]heptane (59436-77-0,133097-95-7,134679-22-4)

Guidance literature:

Reference yield: 87.0%

(1S,4S)-2-benzyl-5-methyl-2,5-diazabicyclo[2.2.1]heptane (179694-15-6) → (1S,4S)-2-Methyl-2,5-diazabicyclo-[2.2.1]heptane (59436-77-0,133097-95-7,134679-22-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 1h; under 3361.55 Torr;

DOI:10.1002/ejoc.200700785

Reference yield:

2-tert-butoxycarbonyl-5-methyl-2,5-diazabicyclo[2.2.1]heptane (244768-98-7) → (1S,4S)-2-Methyl-2,5-diazabicyclo-[2.2.1]heptane (59436-77-0,133097-95-7,134679-22-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h;

upstream raw materials:

(1S,4S)-2-benzyl-5-methyl-2,5-diazabicyclo[2.2.1]heptane

2-tert-butoxycarbonyl-5-methyl-2,5-diazabicyclo[2.2.1]heptane

(2S,4R)-1-(4-tolylsulfonyl)-4-<(4-tolylsulfonyl)oxy>-2-<<(4-tolylsulfonyl)oxy>methyl>pyrrolidine

(1S,4S)-2,5-Diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester

Downstream raw materials:

C₁₆H₂₄N₂O₂S

C₁₄H₂₀N₂O₂S

C₁₇H₂₆N₂O₂S

C₁₂H₁₅ClN₂O₂S

Refernces

• 1、 Shah, Unmesh,Boyle, Craig D.,Chackalamannil, Samuel,Baker, Hana,Kowalski, Timothy,Lee, Julie,Terracina, Giuseppe,Zhang, Lili. "Azabicyclic sulfonamides as potent 11β-HSD1 inhibitors". scheme or table. p. 1551 - 1554. Retrieved 2010/06/16.
• 2、 -. "SUBSTITUTED BICYCLIC PIPERIDINYL-AND PIPERAZINYL- SULFONAMIDES USEFUL TO INHIBIT 11β-HYDROXYSTEROID DEHYDROGENASE TYPE-1". Page/Page column 53. . Retrieved 2009/04/25.