1-Azabicyclo[3.2.0]heptane-2-carboxylicacid,7-oxo-,methylester,(2R,5R)-(9CI)

Base Information

Chemical Name:1-Azabicyclo[3.2.0]heptane-2-carboxylicacid,7-oxo-,methylester,(2R,5R)-(9CI)
CAS No.:123409-85-8
Molecular Formula:C₈H₁₁NO₃
Molecular Weight:169.18
Hs Code.:
Mol file:123409-85-8.mol

Synonyms:1-Azabicyclo[3.2.0]heptane-2-carboxylicacid, 7-oxo-, methyl ester, (2R-cis)-

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1-Azabicyclo[3.2.0]heptane-2-carboxylicacid,7-oxo-,methylester,(2R,5R)-(9CI)

Chemical Property:

PSA：46.61000
LogP:-0.13940

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 1-Azabicyclo[3.2.0]heptane-2-carboxylicacid,7-oxo-,methylester,(2R,5R)-(9CI)

There total 10 articles about 1-Azabicyclo[3.2.0]heptane-2-carboxylicacid,7-oxo-,methylester,(2R,5R)-(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: 23.0%

: (2R,5R)-5-carboxymethyl-2-methoxycarbonylpyrrolidine trifluoroacetate salt

: 123409-85-8,523988-37-6
(2R,5R)-1-azabicyclo[3.2.0]heptan-7-one-2-carboxylic acid methyl ester

Guidance literature:: With 2-chloro-1-methyl-pyridinium iodide; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 - 70 ℃; for 21.5h;
DOI:10.1021/jo026804+

Reference yield:

: 449171-44-2
methyl (1S,4R)-N-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-one-1-carboxylate

: 123409-85-8,523988-37-6
(2R,5R)-1-azabicyclo[3.2.0]heptan-7-one-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: NMe₄OH*5H₂O / tetrahydrofuran / 72 h / 25 °C

2: 62 mg / CH₂Cl₂ / 15 h / 20 °C

3: 23 percent / 2-chloro-1-methylpyridinium iodide; diisopropylethylamine / acetonitrile / 21.5 h / 20 - 70 °C

With tetramethyl ammoniumhydroxide; 2-chloro-1-methyl-pyridinium iodide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; acetonitrile; 1: retro-Dieckmann reaction;
DOI:10.1021/jo026804+

Reference yield:

: 523988-21-8
(2R,5R)-N-(tert-butoxycarbonyl)-5-(carboxymethyl)pyrrolidine-2-carboxylic acid methyl ester

: 123409-85-8,523988-37-6
(2R,5R)-1-azabicyclo[3.2.0]heptan-7-one-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 62 mg / CH₂Cl₂ / 15 h / 20 °C

2: 23 percent / 2-chloro-1-methylpyridinium iodide; diisopropylethylamine / acetonitrile / 21.5 h / 20 - 70 °C

With 2-chloro-1-methyl-pyridinium iodide; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile;
DOI:10.1021/jo026804+