(S,S)-3-CBZ-3,6-DIAZABICYCLO[3.2.0]HEPTANE

Base Information

• Chemical Name: (S,S)-3-CBZ-3,6-DIAZABICYCLO[3.2.0]HEPTANE
• CAS No.: 370881-43-9
• Molecular Formula: C13H16 N2 O2
• Molecular Weight: 232.282
• Mol file: 370881-43-9.mol

Synonyms:(1S,5S)-3,6-Diazabicyclo[3.2.0]heptane-3-carboxylicacid benzyl ester; Benzyl (1S,5S)-3,6-diazabicyclo[3.2.0]heptan-3-carboxylate;Benzyl (1S,5S)-3,6-diazabicyclo[3.2.0]heptane-3-carboxylate

Chemical Property of (S,S)-3-CBZ-3,6-DIAZABICYCLO[3.2.0]HEPTANE

Chemical Property:

• PSA: 41.57000
• LogP: 1.49350

Purity/Quality:

NLT 98% ^*data from raw suppliers

3,6-Diazabicyclo[3.2.0]heptane-3-carboxylicacid,benzylester,(1S,5S)- 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Benzyl (1S,5S)-3,6-diazabicyclo[3.2.0]heptan-3-carboxylate is a reagent used in the synthesis of 3,6-diazabicyclo[3.2.0]heptanes; selective α4β2 nicotine acetylcholine receptor agonists.

Technology Process of (S,S)-3-CBZ-3,6-DIAZABICYCLO[3.2.0]HEPTANE

There total 11 articles about (S,S)-3-CBZ-3,6-DIAZABICYCLO[3.2.0]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: 97.0%

benzyl (3S,4S)-3-tert-butoxycarbonylamino-4-methylsulfonyloxymethyl-pyrrolidine-1-carboxylate (246510-70-3) → benzyl (1S,5S)-3,6-diaza-bicyclo[3.2.0]heptane-3-carboxylate (370881-43-9)

Guidance literature:

With trifluoroacetic acid; In ethanol; dichloromethane;

Reference yield: 97.0%

(1R,5S)-3-benzyl 6-tert-butyl 3,6-diazabicyclo[3.2.0]heptane-3,6-dicarboxylate (799279-84-8) → benzyl (1S,5S)-3,6-diaza-bicyclo[3.2.0]heptane-3-carboxylate (370881-43-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; chloroform;

Reference yield:

benzyl (3S,4S)-3-(amino)-4-{[(methylsulfonyl)oxy]methyl}-1-pyrrolidinecarboxylate trifluoroacetate (799279-83-7) → benzyl (1S,5S)-3,6-diaza-bicyclo[3.2.0]heptane-3-carboxylate (370881-43-9)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 60 ℃; for 1.5h; pH=~ 12;

upstream raw materials:

benzyl (3S,4S)-3-(amino)-4-{[(methylsulfonyl)oxy]methyl}-1-pyrrolidinecarboxylate trifluoroacetate

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

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

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

Downstream raw materials:

benzyl (1S,5S)-6-pyridin-3-yl-3,6-diazabicyclo[3.2.0]heptane-3-carboxylate

(1S,5S)-benzyl 6-(5-bromopyridin-3-yl)-3,6-diazabicyclo[3.2.0]heptane-3-carboxylate

(1S,5S)-benzyl 6-(5-methoxypyridin-3-yl)-3,6-diazabicyclo[3.2.0]heptane-3-carboxylate

(1S,5S)-benzyl 6-(6-chloropyridin-3-yl)-3,6-diazabicyclo[3.2.0]heptane-3-carboxylate

Refernces

• 1、 -. "Substituted diazabicycloakane derivatives". Page/Page column 34. . Retrieved 2010/02/11.
• 2、 -. "Amino-substituted tricyclic derivatives and methods of use". Page/Page column 43; 44. . Retrieved 2010/02/13.