2,5-Diazabicyclo[2.2.1]heptane,2-(phenylmethyl)-,(1S,4S)-(9CI)

Base Information

• Chemical Name: 2,5-Diazabicyclo[2.2.1]heptane,2-(phenylmethyl)-,(1S,4S)-(9CI)
• CAS No.: 127641-07-0
• Molecular Formula: C12H16 N2
• Molecular Weight: 188.272
• Mol file: 127641-07-0.mol

Synonyms:2,5-Diazabicyclo[2.2.1]heptane,2-(phenylmethyl)-, (1S)-

Chemical Property of 2,5-Diazabicyclo[2.2.1]heptane,2-(phenylmethyl)-,(1S,4S)-(9CI)

Chemical Property:

• Boiling Point: 291.0±20.0 °C(Predicted)
• PKA: 10.02±0.20(Predicted)
• PSA: 15.27000
• Density: 1.103±0.06 g/cm3(Predicted)
• LogP: 1.49940

Purity/Quality:

99% ^*data from raw suppliers

(1S,4S)-2-Benzyl-2,5-Diaza-bicyclo[2.2.1]heptane 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,5-Diazabicyclo[2.2.1]heptane,2-(phenylmethyl)-,(1S,4S)-(9CI)

There total 16 articles about 2,5-Diazabicyclo[2.2.1]heptane,2-(phenylmethyl)-,(1S,4S)-(9CI) 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: 91.3%

→ (1S,4S)-N-Benzyl-2,5-diazabicyclo-[2.2.1]heptane (127641-07-0)

Guidance literature:

Reference yield: 82.0%

(1R,4R)-2-(4-tolylsulfonyl)-5-(phenylmethyl)-2,5-diazabicyclo<2.2.1>heptane (118354-72-6,59436-75-8) → (1S,4S)-N-Benzyl-2,5-diazabicyclo-[2.2.1]heptane (127641-07-0)

Guidance literature:

With hydrogen bromide; In acetic acid; at 50 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.ejmech.2020.112669

Reference yield: 81.0%

(1S,4S)-5-Benzyl-2-tosyl-2,5-diazabicyclo<2.2.1>heptane (5234-72-0,59436-75-8) → (1S,4S)-N-Benzyl-2,5-diazabicyclo-[2.2.1]heptane (127641-07-0)

Guidance literature:

With hydrogen bromide; In acetic acid; at 50 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.ejmech.2020.112669

upstream raw materials:

4R-4-hydroxyproline

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

(1S,4S)-5-Benzyl-2-tosyl-2,5-diazabicyclo<2.2.1>heptane

(1S,4S)-2-Benzyl-2,5-diazabicyclo<2.2.1>heptane dihydrobromide

Downstream raw materials:

(1S,4S)-5-Benzyl-2-tert-butoxycarbonyl-2,5-diazabicyclo<2.2.1>heptane

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

2-[5-benzyl-(1S,4S)-2,5-diazabicyclo[2.2.1]heptan-2-yl]-N-(2,6-dimethylphenyl)acetamide

Refernces

• 1、 Laskar, Sujay,Sánchez-Sánchez, Luis,Flores, Sebastián M.,López-Mu?oz, Hugo,Escobar-Sánchez, María L.,López-Ortiz, Manuel,Hernández-Rodríguez, Marcos,Regla, Ignacio. "Identification of (1S,4S)-2,5-diazabicyclo[2.2.1]heptane-dithiocarbamate-nitrostyrene hybrid as potent antiproliferative and apoptotic inducing agent against cervical cancer cell lines". . p. 621 - 635. Retrieved 2018/02/09.
• 2、 -. "Agents for treatment of brain ischemia". . . Retrieved 2008/06/13.