Bicyclo[2.2.1]hept-5-ene-2-carboxaldehyde, 2-methyl-3-phenyl-, (1R,2S,3S,4S)-rel- (9CI)

Base Information

• Chemical Name: Bicyclo[2.2.1]hept-5-ene-2-carboxaldehyde, 2-methyl-3-phenyl-, (1R,2S,3S,4S)-rel- (9CI)
• CAS No.: 816454-13-4
• Molecular Formula: C₁₅H₁₆O
• Molecular Weight: 212.291
• Mol file: 816454-13-4.mol

Synonyms:Bicyclo[2.2.1]hept-5-ene-2-carboxaldehyde, 2-methyl-3-phenyl-, (1R,2S,3S,4S)-rel- (9CI)

Chemical Property of Bicyclo[2.2.1]hept-5-ene-2-carboxaldehyde, 2-methyl-3-phenyl-, (1R,2S,3S,4S)-rel- (9CI)

Chemical Property:

• PSA: 17.07000
• LogP: 3.18130

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Bicyclo[2.2.1]hept-5-ene-2-carboxaldehyde, 2-methyl-3-phenyl-, (1R,2S,3S,4S)-rel- (9CI)

There total 24 articles about Bicyclo[2.2.1]hept-5-ene-2-carboxaldehyde, 2-methyl-3-phenyl-, (1R,2S,3S,4S)-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: 95.0%

2-exo-methyl-3-endo-phenylnorbornene-2-methanol (816454-10-1) → 2-exo-methyl-3-endo-phenylnorbornene-2-carbaldehyde (816454-13-4,816454-36-1)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 0 ℃;

DOI:10.1002/chem.200400444

Reference yield: 85.0%

(1S,2R,3S,4R,5R,6R)-5-Bromo-6-((1R,2R)-2-hydroxy-1,2-diphenyl-ethoxy)-2-methyl-3-phenyl-bicyclo[2.2.1]heptane-2-carbaldehyde (816454-23-6) → (1R,2S,3S,4S)-2-exo-methyl-3-endo-phenylnorbornene-2-carbaldehyde (816454-32-7,816454-13-4,816454-36-1)

Guidance literature:

(1S,2R,3S,4R,5R,6R)-5-Bromo-6-((1R,2R)-2-hydroxy-1,2-diphenyl-ethoxy)-2-methyl-3-phenyl-bicyclo[2.2.1]heptane-2-carbaldehyde; With zinc trifluoromethanesulfonate; In N,N-dimethyl acetamide; at 40 ℃; for 0.5h;

With zinc; In N,N-dimethyl acetamide; at 70 ℃; for 5h;

DOI:10.1002/chem.200400444

Reference yield: 60.0%

(4R,5R)-2-((1S,2R,3R,4R)-2-Methyl-3-phenyl-bicyclo[2.2.1]hept-5-en-2-yl)-4,5-diphenyl-[1,3]dioxolane (816454-29-2) → (1S,2R,3R,4R)-2-exo-methyl-3-endo-phenylnorbornene-2-carbaldehyde (816454-13-4,816454-36-1)

Guidance literature:

With trifluoroacetic acid;

DOI:10.1002/chem.200400444

upstream raw materials:

(4R,5R)-2-((1S,2R,3R,4R)-2-Methyl-3-phenyl-bicyclo[2.2.1]hept-5-en-2-yl)-4,5-diphenyl-[1,3]dioxolane

2-exo-methyl-3-endo-phenylnorbornene-2-carbaldehyde

2-exo-methyl-3-endo-phenylnorbornene-2-methanol

methyl (2Z)-3-phenylprop-2-enoate