cis-2-aza-3-oxobicyclo<3.2.0>heptane

Base Information

• Chemical Name: cis-2-aza-3-oxobicyclo<3.2.0>heptane
• CAS No.: 39155-94-7
• Molecular Formula: C₆H₉NO
• Molecular Weight: 111.144
• Mol file: 39155-94-7.mol

Synonyms:

Chemical Property of cis-2-aza-3-oxobicyclo<3.2.0>heptane

Chemical Property:

• Melting Point: 49-50 °C(Solv: dichloromethane (75-09-2); hexane (110-54-3))
• Boiling Point: 289.8±9.0 °C(Predicted)
• Density: 1.137±0.06 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of cis-2-aza-3-oxobicyclo<3.2.0>heptane

There total 4 articles about cis-2-aza-3-oxobicyclo<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: 85.0%

isocyanate de chlorosulfonyle (1189-71-5) + cyclopentene (142-29-0) → cis-2-aza-3-oxobicyclo<3.2.0>heptane (22031-52-3,39155-94-7,39155-95-8,83151-31-9)

Guidance literature:

isocyanate de chlorosulfonyle; cyclopentene; at -75 - 20 ℃; for 2h;

With sodium hydrogencarbonate; sodium sulfite; In water; at 0 ℃;

Reference yield: 44.0%

cis-2-aza-3-oxobicyclo<3.2.0>heptane (22031-52-3,39155-94-7,39155-95-8,83151-31-9) → (1R,5S)-6-azabicyclo[3.2.0]heptan-7-one (39155-94-7) + (-)-cispentacin (122672-46-2,37910-65-9) + (1S,5R)-6-azabicyclo<3.2.0>heptan-7-one (39155-95-8)

Guidance literature:

With immobilized lipase B from Candida antarctica; water; In di-isopropyl ether; at 60 ℃; for 249h;

DOI:10.1021/ol034096o

Reference yield:

(1S,5R)-7-Oxo-6-aza-bicyclo[3.2.0]heptane-6-sulfonyl chloride → cis-2-aza-3-oxobicyclo<3.2.0>heptane (22031-52-3,39155-94-7,39155-95-8,83151-31-9)

Guidance literature:

With sodium sulfite;

DOI:10.1016/j.bmcl.2005.01.011

upstream raw materials:

cis-2-aza-3-oxobicyclo<3.2.0>heptane

isocyanate de chlorosulfonyle

cyclopentene

Downstream raw materials:

(-)-cispentacin

(1S,5R)-7-Oxo-6-aza-bicyclo[3.2.0]heptane-6-carboxylic acid (3-chloro-phenyl)-amide

(1S,5R)-6-azabicyclo<3.2.0>heptan-7-one

(+)-(1S,2R)-2-aminocyclopentane-1-carboxylic acid hydrochloride

Refernces

• 1、 -. "SUBSTITUTED PYRROLO-PYRIDINONE DERIVATIVES AND THERAPEUTIC USES THEREOF". Page/Page column 94-95. . Retrieved 2022/02/09.
• 2、 -. "New compounds". Page/Page column 9. . Retrieved 2009/07/10.