6-Azabicyclo[3.2.0]heptan-7-one,3-(acetyloxy)-6-methyl-,(1R,3R,5S)-rel-(9CI)

Base Information

• Chemical Name: 6-Azabicyclo[3.2.0]heptan-7-one,3-(acetyloxy)-6-methyl-,(1R,3R,5S)-rel-(9CI)
• CAS No.: 372511-64-3
• Molecular Formula: C9H13NO3
• Molecular Weight: 183.20442
• Mol file: 372511-64-3.mol

Synonyms:6-Azabicyclo[3.2.0]heptan-7-one,3-(acetyloxy)-6-methyl-,(1R,3R,5S)-rel-(9CI)

Chemical Property of 6-Azabicyclo[3.2.0]heptan-7-one,3-(acetyloxy)-6-methyl-,(1R,3R,5S)-rel-(9CI)

Chemical Property:

• PSA: 0.00000
• LogP: 0.00000

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-Azabicyclo[3.2.0]heptan-7-one,3-(acetyloxy)-6-methyl-,(1R,3R,5S)-rel-(9CI)

There total 6 articles about 6-Azabicyclo[3.2.0]heptan-7-one,3-(acetyloxy)-6-methyl-,(1R,3R,5S)-rel-(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: 76.0%

rac-(3aR,5R,6aS)-1-methyl-1,3a,4,5,6,6a-hexahydrospiro[cyclopenta[c][1,2]oxazole-3,1'-cyclopropan]-5-yl acetate → exo-6-Methyl-7-oxo-6-azabicyclo[3.2.0]hept-3-yl acetate (372511-64-3,524018-45-9)

Guidance literature:

With trifluoroacetic acid; In toluene; for 1h; Heating;

DOI:10.1055/s-2001-16057

Reference yield: 56.0%

rac-(3aR,5R,6aS)-1-methyl-1,3a,4,5,6,6a-hexahydrospiro[cyclopenta[c][1,2]oxazole-3,1'-cyclopropan]-5-yl acetate → exo-6-Methyl-7-oxo-6-azabicyclo[3.2.0]hept-3-yl acetate (372511-64-3,524018-45-9) + Acetic acid (1R,3S,5S)-6-methyl-7-oxo-6-aza-bicyclo[3.2.0]hept-3-yl ester (524018-45-9)

Guidance literature:

With trifluoroacetic acid; In acetonitrile; for 0.25h; Heating;

DOI:10.1021/jo034003g

Reference yield:

N-methylhydroxyamine hydrochloride (4229-44-1) + acetic acid 3-cyclopropylidene-1-(2-oxo-ethyl)-propyl ester (372511-55-2) → exo-6-Methyl-7-oxo-6-azabicyclo[3.2.0]hept-3-yl acetate (372511-64-3,524018-45-9) + Acetic acid (1R,3S,5S)-6-methyl-7-oxo-6-aza-bicyclo[3.2.0]hept-3-yl ester (524018-45-9)

Guidance literature:

N-methylhydroxyamine hydrochloride; acetic acid 3-cyclopropylidene-1-(2-oxo-ethyl)-propyl ester; With pyridine; In diethyl ether; at 20 ℃;

With trifluoroacetic acid; In acetonitrile; for 0.25h; Heating;

DOI:10.1021/jo034003g

upstream raw materials:

N-methylhydroxyamine hydrochloride

acetic acid 3-cyclopropylidene-1-(2-oxo-ethyl)-propyl ester

5-Cyclopropylidene-1,1-diethoxy-3-hydroxypentane

acetic acid 1-(2-cyclopropylidene-ethyl)-3,3-diethoxy-propyl ester