1-(3-chlorophenyl)-1-hydroxy-3-(p-toluenesulfonyloxy)propane

Base Information

• Chemical Name: 1-(3-chlorophenyl)-1-hydroxy-3-(p-toluenesulfonyloxy)propane
• CAS No.: 51699-52-6
• Molecular Formula: C₁₆H₁₇ClO₄S
• Molecular Weight: 340.828
• Mol file: 51699-52-6.mol

Synonyms:1-(3-chlorophenyl)-1-hydroxy-3-(p-toluenesulfonyloxy)propane

Chemical Property of 1-(3-chlorophenyl)-1-hydroxy-3-(p-toluenesulfonyloxy)propane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(3-chlorophenyl)-1-hydroxy-3-(p-toluenesulfonyloxy)propane

There total 4 articles about 1-(3-chlorophenyl)-1-hydroxy-3-(p-toluenesulfonyloxy)propane 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: 59.0%

(S)-(-)-1-(3'-Chlorophenyl)-1,3-Propanediol (51699-45-7) + p-toluenesulfonyl chloride (98-59-9) → 1-(3-chlorophenyl)-1-hydroxy-3-(p-toluenesulfonyloxy)propane (51699-52-6)

Guidance literature:

With pyridine; for 1.5h; cooling;

DOI:10.1021/ja031818y

Reference yield:

3-(3-chlorophenyl)-3-hydroxypropionic acid ethyl ester (51699-40-2,138307-15-0) → 1-(3-chlorophenyl)-1-hydroxy-3-(p-toluenesulfonyloxy)propane (51699-52-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 24 g / LiAlH₄ / diethyl ether

2: 59 percent / pyridine / 1.5 h / cooling

With pyridine; lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1021/ja031818y

Reference yield:

m-Chlorobenzaldehyde (587-04-2) → 1-(3-chlorophenyl)-1-hydroxy-3-(p-toluenesulfonyloxy)propane (51699-52-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: LDA / tetrahydrofuran; acetonitrile / 0.5 h / -78 °C

1.2: tetrahydrofuran; hexane / -78 - 20 °C

2.1: 24 g / LiAlH₄ / diethyl ether

3.1: 59 percent / pyridine / 1.5 h / cooling

With pyridine; lithium aluminium tetrahydride; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; acetonitrile;

DOI:10.1021/ja031818y

upstream raw materials:

(S)-(-)-1-(3'-Chlorophenyl)-1,3-Propanediol

p-toluenesulfonyl chloride

3-(3-chlorophenyl)-3-hydroxypropionic acid ethyl ester

m-Chlorobenzaldehyde

Downstream raw materials:

1-(3-chlorophenyl)-3-(4,5,6,7-tetrabromo-2H-benzotriazol-2-yl)propan-1-ol

1-(3-chlorophenyl)prop-2-en-1-one