Bicyclo[3.2.0]hept-6-ene-3-carboxylic acid, 3-methyl-, (1alpha,3alpha,5alpha)- (9CI)

Base Information

• Chemical Name: Bicyclo[3.2.0]hept-6-ene-3-carboxylic acid, 3-methyl-, (1alpha,3alpha,5alpha)- (9CI)
• CAS No.: 97634-77-0
• Molecular Formula: C₉H₁₂O₂
• Molecular Weight: 152.193
• Mol file: 97634-77-0.mol

Synonyms:Bicyclo[3.2.0]hept-6-ene-3-carboxylic acid, 3-methyl-, (1alpha,3alpha,5alpha)- (9CI)

Chemical Property of Bicyclo[3.2.0]hept-6-ene-3-carboxylic acid, 3-methyl-, (1alpha,3alpha,5alpha)- (9CI)

Chemical Property:

• PSA: 37.30000
• LogP: 1.67330

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Bicyclo[3.2.0]hept-6-ene-3-carboxylic acid, 3-methyl-, (1alpha,3alpha,5alpha)- (9CI)

There total 3 articles about Bicyclo[3.2.0]hept-6-ene-3-carboxylic acid, 3-methyl-, (1alpha,3alpha,5alpha)- (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:

(1S,3R,5S)-6-Methanesulfonyloxy-3-methyl-bicyclo[3.2.0]heptane-3-carboxylic acid → (1R,3r,5S)-3-methylbicyclo<3.2.0>hept-6-ene-3-carboxylic acid (97634-77-0)

Guidance literature:

With ammonia; sodium; In tetrahydrofuran; for 0.75h; Yield given; Heating;

DOI:10.1021/jo00221a001

Reference yield:

(1R*,3S*,5S*)-7,7-dichloro-3-methyl-6-oxobicyclo<3.2.0>heptane-3-carboxylic acid (84694-05-3) → (1R,3r,5S)-3-methylbicyclo<3.2.0>hept-6-ene-3-carboxylic acid (97634-77-0)

Guidance literature:

Multi-step reaction with 3 steps

1: NaBH₄ / methanol / 0 °C

2: Et₃N / CH₂Cl₂ / 1 h / 0 - 20 °C

3: Na, NH₃ / tetrahydrofuran / 0.75 h / Heating

With sodium tetrahydroborate; ammonia; sodium; triethylamine; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jo00221a001

Reference yield:

(1R,3S,5R)-6-Hydroxy-3-methyl-bicyclo[3.2.0]heptane-3-carboxylic acid → (1R,3r,5S)-3-methylbicyclo<3.2.0>hept-6-ene-3-carboxylic acid (97634-77-0)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂ / 1 h / 0 - 20 °C

2: Na, NH₃ / tetrahydrofuran / 0.75 h / Heating

With ammonia; sodium; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00221a001

upstream raw materials:

(1R*,3S*,5S*)-7,7-dichloro-3-methyl-6-oxobicyclo<3.2.0>heptane-3-carboxylic acid