(1S,2S)-methyl 2β-phenyl-1β-((E)-2-phenylethenyl)cyclopropane-1α-carboxylate

Base Information

• Chemical Name: (1S,2S)-methyl 2β-phenyl-1β-((E)-2-phenylethenyl)cyclopropane-1α-carboxylate
• CAS No.: 153062-73-8
• Molecular Formula: C₁₉H₁₈O₂
• Molecular Weight: 278.351
• Mol file: 153062-73-8.mol

Synonyms:(1S,2S)-methyl 2β-phenyl-1β-((E)-2-phenylethenyl)cyclopropane-1α-carboxylate

Chemical Property of (1S,2S)-methyl 2β-phenyl-1β-((E)-2-phenylethenyl)cyclopropane-1α-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S)-methyl 2β-phenyl-1β-((E)-2-phenylethenyl)cyclopropane-1α-carboxylate

There total 7 articles about (1S,2S)-methyl 2β-phenyl-1β-((E)-2-phenylethenyl)cyclopropane-1α-carboxylate 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: 92.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + methyl α-styryl-α-diazoacetate (119987-21-2) → (1S,2S)-methyl 2β-phenyl-1β-((E)-2-phenylethenyl)cyclopropane-1α-carboxylate (153062-73-8)

Guidance literature:

With Rh₂(S-DOSP)3(S-silicaSP); In pentane; at -78 - 20 ℃; Optical yield = 96 %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ol403006r

Reference yield: 90.0%

sodium methylate (124-41-4) + (1S,2S)-(Z)-4-methyl-2,4-pentadienyl 2β-phenyl-1β-((E)-2-phenylethenyl)cyclopropane-1α-carboxylate → (1S,2S)-methyl 2β-phenyl-1β-((E)-2-phenylethenyl)cyclopropane-1α-carboxylate (153062-73-8)

Guidance literature:

In methanol; at 0 ℃; for 4h;

DOI:10.1021/jo990888d

Reference yield: 79.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + (E)-methyl 2-diazo-4-phenylbut-3-enoate (119987-21-2) → methyl (1R,2R)-2-phenyl-1-[(E)-2-phenylvinyl]cyclopropanecarboxylate (193079-04-8) + (1S,2S)-methyl 2β-phenyl-1β-((E)-2-phenylethenyl)cyclopropane-1α-carboxylate (153062-73-8)

Guidance literature:

chiral rhodium compound; In pentane; Yields of byproduct given;

DOI:10.1016/S0040-4039(00)73503-9

upstream raw materials:

styrene

(E)-methyl 2-diazo-4-phenylbut-3-enoate

methyl α-styryl-α-diazoacetate

sodium methylate

Downstream raw materials:

(1S,2S)-(E)-1-carboxy-1-(methoxycarbonyl)-2-phenylcyclopropane