(2S)-4-[4-(benzyloxy)phenyl]-2-hydroxybutyl 4-methyl-1-benzenesulfonate

Base Information

• Chemical Name: (2S)-4-[4-(benzyloxy)phenyl]-2-hydroxybutyl 4-methyl-1-benzenesulfonate
• CAS No.: 944335-23-3
• Molecular Formula: C₂₄H₂₆O₅S
• Molecular Weight: 426.533
• Mol file: 944335-23-3.mol

Synonyms:(2S)-4-[4-(benzyloxy)phenyl]-2-hydroxybutyl 4-methyl-1-benzenesulfonate

Chemical Property of (2S)-4-[4-(benzyloxy)phenyl]-2-hydroxybutyl 4-methyl-1-benzenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-4-[4-(benzyloxy)phenyl]-2-hydroxybutyl 4-methyl-1-benzenesulfonate

There total 9 articles about (2S)-4-[4-(benzyloxy)phenyl]-2-hydroxybutyl 4-methyl-1-benzenesulfonate 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: 88.0%

(2S)-4-[4-(benzyloxy)phenyl]butane-1,2-diol (944335-22-2) + p-toluenesulfonyl chloride (98-59-9) → (2S)-4-[4-(benzyloxy)phenyl]-2-hydroxybutyl 4-methyl-1-benzenesulfonate (944335-23-3)

Guidance literature:

With pyridine; at 0 ℃;

DOI:10.1016/j.tetlet.2007.11.128

Reference yield:

(4S)-4-{2-[4-(benzyloxy)phenyl]-1-ethenyl}-2,2-dimethyl-1,3-dioxolane → (2S)-4-[4-(benzyloxy)phenyl]-2-hydroxybutyl 4-methyl-1-benzenesulfonate (944335-23-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 78 percent / hydrogen / Pd/C / methanol / 20 °C

2: 88 percent / K₂CO₃; TBAI / acetone / 6 h / 20 °C

3: 92 percent / PTSA / methanol / 3 h / 20 °C

4: 80 percent / DMAP / CH₂Cl₂ / 4 h / 0 °C

With dmap; hydrogen; tetra-(n-butyl)ammonium iodide; potassium carbonate; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; dichloromethane; acetone;

DOI:10.1080/00397910701265614

Reference yield:

(4-benzyloxyphenyl)methyl triphenylphosphonium bromide → (2S)-4-[4-(benzyloxy)phenyl]-2-hydroxybutyl 4-methyl-1-benzenesulfonate (944335-23-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran / 0.5 h / 0 °C

1.2: 80 percent / tetrahydrofuran / 0 °C

2.1: 78 percent / hydrogen / Pd/C / methanol / 20 °C

3.1: 88 percent / K₂CO₃; TBAI / acetone / 6 h / 20 °C

4.1: 92 percent / PTSA / methanol / 3 h / 20 °C

5.1: 80 percent / DMAP / CH₂Cl₂ / 4 h / 0 °C

With dmap; n-butyllithium; hydrogen; tetra-(n-butyl)ammonium iodide; potassium carbonate; toluene-4-sulfonic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetone;

DOI:10.1080/00397910701265614

upstream raw materials:

(2S)-4-[4-(benzyloxy)phenyl]butane-1,2-diol

p-toluenesulfonyl chloride

4-{2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}phenol

(4S)-4-[4-(benzyloxy)phenethyl]-2,2-dimethyl-1,3-dioxolane

Downstream raw materials:

(2R)-4-[4-(benzyloxy)phenyl]butan-2-ol

(R)-rhododendrol

(2S)-2-{2-[4-(benzyloxy)phenyl]ethyl}oxirane

({(3S)-1-[4-(benzyloxy)phenyl]hex-5-en-3-yl}oxy)(tert-butyl)(dimethyl)silane