(2S,3S)-2-endo-3-phenylbicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester

Base Information

• Chemical Name: (2S,3S)-2-endo-3-phenylbicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester
• CAS No.: 130794-09-1
• Molecular Formula: C₁₅H₁₆O₂
• Molecular Weight: 228.291
• Mol file: 130794-09-1.mol

Synonyms:(2S,3S)-2-endo-3-phenylbicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester

Chemical Property of (2S,3S)-2-endo-3-phenylbicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-2-endo-3-phenylbicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester

There total 29 articles about (2S,3S)-2-endo-3-phenylbicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester 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: 99.5%

diazomethane (186581-53-3,908094-01-9,334-88-3) + endo-5-carboxy-exo-6-phenylbicyclo<2.2.1>hept-2-ene (6319-19-3,58800-36-5,59286-05-4,59286-09-8,59286-12-3,67711-15-3,67711-16-4,130793-98-5) → phenyl-3 exo bicyclo<2.2.1> heptene-5 carboxylate endo-2 de methyle (81509-24-2,81570-42-5,81570-43-6,84926-19-2,130794-09-1)

Guidance literature:

In diethyl ether;

DOI:10.1016/S0040-4020(01)01115-2

Reference yield: 98.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + exo-5-carboxy-endo-6-phenylbicyclo<2.2.1>hept-2-ene (6319-19-3,58800-36-5,59286-05-4,59286-09-8,59286-12-3,67711-15-3,67711-16-4,130793-98-5) → exo-3-phenylbicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester (81509-24-2,81570-42-5,81570-43-6,84926-19-2,130794-09-1)

Guidance literature:

In diethyl ether;

DOI:10.1016/S0040-4020(01)01115-2

Reference yield: 92.0%

Methyl cinnamate (103-26-4,1754-62-7) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → (2S,3S)-2-endo-3-phenylbicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester (130794-09-1)

Guidance literature:

Methyl cinnamate; With triethylallylsilane; C₇₄H₃₃F₃₀N₃O₈P₂S₂; In toluene; at 20 ℃; for 0.0833333h; Inert atmosphere;

cyclopenta-1,3-diene; In toluene; at -40 ℃; for 12h; Reagent/catalyst; Concentration; stereoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.8b07092

upstream raw materials:

exo-5-carboxy-endo-6-phenylbicyclo<2.2.1>hept-2-ene

Methyl cinnamate

cyclopenta-1,3-diene

diazomethane

Downstream raw materials:

endo-5-carboxy-exo-6-phenylbicyclo<2.2.1>hept-2-ene