3,6-Diazabicyclo[3.2.0]heptane-6-carboxylic acid, 1,1-diMethylethyl ester, (1R,5S)-

Base Information

• Chemical Name: 3,6-Diazabicyclo[3.2.0]heptane-6-carboxylic acid, 1,1-diMethylethyl ester, (1R,5S)-
• CAS No.: 799279-81-5
• Molecular Formula: C10H18N2O2
• Molecular Weight: 198.265
• Mol file: 799279-81-5.mol

Synonyms:

Chemical Property of 3,6-Diazabicyclo[3.2.0]heptane-6-carboxylic acid, 1,1-diMethylethyl ester, (1R,5S)-

Chemical Property:

• Boiling Point: 276.4±13.0 °C(Predicted)
• PKA: 10.65±0.20(Predicted)
• PSA: 41.57000
• Density: 1.104±0.06 g/cm3(Predicted)
• LogP: 1.09180

Purity/Quality:

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

tert-Butyl (1R,5S)-3,6-diazabicyclo[3.2.0]heptane-6-carboxylate 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3,6-Diazabicyclo[3.2.0]heptane-6-carboxylic acid, 1,1-diMethylethyl ester, (1R,5S)-

There total 9 articles about 3,6-Diazabicyclo[3.2.0]heptane-6-carboxylic acid, 1,1-diMethylethyl ester, (1R,5S)- 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: 96.0%

(1R,5S)-3-benzyl 6-tert-butyl 3,6-diazabicyclo[3.2.0]heptane-3,6-dicarboxylate (799279-84-8) → (1R,5S)-tert-butyl 3,6-diaza-bicyclo[3.2.0]heptane-6-carboxylate (799279-81-5)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; at 20 ℃; for 10h;

Reference yield: 92.0%

→ (1R,5S)-tert-butyl 3,6-diaza-bicyclo[3.2.0]heptane-6-carboxylate (799279-81-5)

Guidance literature:

Reference yield:

C17H22N2O4 → (1R,5S)-tert-butyl 3,6-diaza-bicyclo[3.2.0]heptane-6-carboxylate (799279-81-5)

Guidance literature:

upstream raw materials:

(1R,5S)-3-benzyl 6-tert-butyl 3,6-diazabicyclo[3.2.0]heptane-3,6-dicarboxylate

benzyl (1S,5S)-3,6-diaza-bicyclo[3.2.0]heptane-3-carboxylate

benzyl (3S,4S)-3-tert-butoxycarbonylamino-4-hydroxymethyl-pyrrolidine-1-carboxylate

benzyl (3S,4S)-3-tert-butoxycarbonylamino-4-methylsulfonyloxymethyl-pyrrolidine-1-carboxylate

Downstream raw materials:

tert-butyl (1R,5S)-3-(6-chloro-5-methylpyridin-3-yl)-3,6-diazabicyclo[3.2.0]heptane-6-carboxylate

Sofinicline

5-[(1S,5S)-3,6-diazabicyclo[3.2.0]heptan-3-yl]nicotinonitrile

Refernces

• 1、 Ji, Anguo,Schrimpf, Michael R.,Sippy, Kevin B.,Bunnelle, William H.,Li, Tao,Anderson, David J.,Faltynek, Connie,Surowy, Carol S.,Dyhring, Tino,Ahring, Philip K.,Meyer, Michael D.. "Synthesis and structure-activity relationship studies of 3,6-diazabicyclo[3.2.0]heptanes as novel α4β2 nicotinic acetylcholine receptor selective agonists". . p. 5493 - 5508. Retrieved 2008/03/13.
• 2、 -. "Substituted diazabicycloalkane derivatives". Page/Page column 30-31. . Retrieved 2010/02/11.