(1S,2E)-benzoic acid 1-methyl-3-phenylallyl ester

Base Information

• Chemical Name: (1S,2E)-benzoic acid 1-methyl-3-phenylallyl ester
• CAS No.: 135758-87-1
• Molecular Formula: C₁₇H₁₆O₂
• Molecular Weight: 252.313
• Mol file: 135758-87-1.mol

Synonyms:(1S,2E)-benzoic acid 1-methyl-3-phenylallyl ester

Chemical Property of (1S,2E)-benzoic acid 1-methyl-3-phenylallyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2E)-benzoic acid 1-methyl-3-phenylallyl ester

There total 4 articles about (1S,2E)-benzoic acid 1-methyl-3-phenylallyl 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: 90.0%

(S)-trans-4-phenyl-3-buten-2-ol (81176-43-4) + benzoyl chloride (98-88-4) → (1S,2E)-benzoic acid 1-methyl-3-phenylallyl ester (135758-87-1)

Guidance literature:

With dmap; triethylamine; In dichloromethane;

Reference yield:

cinnamaldehyde (57194-69-1) → (1S,2E)-benzoic acid 1-methyl-3-phenylallyl ester (135758-87-1)

Guidance literature:

Multi-step reaction with 2 steps

2: 1.) 4 A sieves, 2.) Et₃N, benzoyl chloride / 1.) hexane, lipase from Pseudomonas sp., 25 deg C, 12 h, 2.) CH₂Cl₂, 25 deg C, 15 h

With 4 A molecular sieve; benzoyl chloride; triethylamine;

DOI:10.1021/ja00016a032

Reference yield:

vinyl acetate (108-05-4,9003-20-7) + ethyl (E)-1-phenylbut-1-en-3-ol (36004-04-3) → (R,E)-4-phenyl-3-buten-2-yl acetate (84519-63-1) + (1S,2E)-benzoic acid 1-methyl-3-phenylallyl ester (135758-87-1)

Guidance literature:

With 4 A molecular sieve; benzoyl chloride; triethylamine; Yield given. Multistep reaction. Yields of byproduct given; 1.) hexane, lipase from Pseudomonas sp., 25 deg C, 12 h, 2.) CH₂Cl₂, 25 deg C, 15 h;

DOI:10.1021/ja00016a032

upstream raw materials:

vinyl acetate

ethyl (E)-1-phenylbut-1-en-3-ol

benzoyl chloride

(S)-trans-4-phenyl-3-buten-2-ol

Downstream raw materials:

(2R,4S,5R,6E)-5-methyl-7-phenyl-hept-6-ene-1,2,4-triol

(R,E)-dimethyl(phenyl)(1-phenyl-1-penten-3-yl)silane

pent-2-en-1-ylbenzene

exo-syn-syn-dicarbonyl(η(5)-cyclopentadienyl)-[(1,2,3-η)-(1R,2S,3S)-1-phenylbut-2-en-1-yl]molybdenum(II)

Refernces

• 1、 Christopher, John A.,Kocienski, Philip J.,Kuhl, Alexander,Bell, Richard. "A synthesis of cryptophycin 4 using a planar chiral molybdenum cationic complex". . p. 463 - 466. Retrieved 2007/10/03.