Toluene-4-sulfonic acid (E)-(1S,2R)-2-hydroxy-1,3-dimethyl-4-phenyl-but-3-enyl ester

Base Information

• Chemical Name: Toluene-4-sulfonic acid (E)-(1S,2R)-2-hydroxy-1,3-dimethyl-4-phenyl-but-3-enyl ester
• CAS No.: 87841-57-4
• Molecular Formula: C₁₉H₂₂O₄S
• Molecular Weight: 346.447
• Mol file: 87841-57-4.mol

Synonyms:Toluene-4-sulfonic acid (E)-(1S,2R)-2-hydroxy-1,3-dimethyl-4-phenyl-but-3-enyl ester

Chemical Property of Toluene-4-sulfonic acid (E)-(1S,2R)-2-hydroxy-1,3-dimethyl-4-phenyl-but-3-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Toluene-4-sulfonic acid (E)-(1S,2R)-2-hydroxy-1,3-dimethyl-4-phenyl-but-3-enyl ester

There total 1 articles about Toluene-4-sulfonic acid (E)-(1S,2R)-2-hydroxy-1,3-dimethyl-4-phenyl-but-3-enyl 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: 81.0%

(2S,3R)-2,3-Dihydroxy-4-methyl-5-phenylpent-4-ene (67470-70-6) + p-toluenesulfonyl chloride (98-59-9) → Toluene-4-sulfonic acid (E)-(1S,2R)-2-hydroxy-1,3-dimethyl-4-phenyl-but-3-enyl ester (87841-57-4)

Guidance literature:

With pyridine; In dichloromethane;

DOI:10.1021/jo00177a031

Reference yield: 71.0%

Toluene-4-sulfonic acid (E)-(1S,2R)-2-hydroxy-1,3-dimethyl-4-phenyl-but-3-enyl ester (87841-57-4) → (2R,3R)-2,3-Epoxy-4-methyl-5-phenylpent-4-ene (87841-60-9)

Guidance literature:

With sodium hydroxide; In water; ethylene glycol; for 3h; Ambient temperature;

DOI:10.1021/jo00177a031

Reference yield:

Toluene-4-sulfonic acid (E)-(1S,2R)-2-hydroxy-1,3-dimethyl-4-phenyl-but-3-enyl ester (87841-57-4) → (3R,4R)-3-Methyl-4-(benzyloxy)-pentan-2-one (87841-69-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 71 percent / NaOH / ethane-1,2-diol; H₂O / 3 h / Ambient temperature

2: 22 percent / diethyl ether / 1.) -30 deg C, 3 h, 2.) 0 deg C

4: 1.) O₃, 2.) (C₆H₅)3P / 1.) CH₂Cl₂, -40 deg C

With sodium hydroxide; ozone; triphenylphosphine; In diethyl ether; water; ethylene glycol;

DOI:10.1021/jo00177a031

upstream raw materials:

(2S,3R)-2,3-Dihydroxy-4-methyl-5-phenylpent-4-ene

p-toluenesulfonyl chloride

Downstream raw materials:

(2R,3R)-2,3-Epoxy-4-methyl-5-phenylpent-4-ene

(R)-2-Hydroxy-4-methyl-5-phenylpent-4-ene

(2R,3S)-2-Hydroxy-3,4-dimethyl-5-phenylpent-4-ene

(E)-(2R,5S)-4-Methyl-5-phenyl-hex-3-en-2-ol