(3R,4R)-4-Chloro-1-phenyl-4-((R)-toluene-4-sulfinyl)-heptan-3-ol

Base Information

• Chemical Name: (3R,4R)-4-Chloro-1-phenyl-4-((R)-toluene-4-sulfinyl)-heptan-3-ol
• CAS No.: 129990-71-2
• Molecular Formula: C₂₀H₂₅ClO₂S
• Molecular Weight: 364.936
• Mol file: 129990-71-2.mol

Synonyms:(3R,4R)-4-Chloro-1-phenyl-4-((R)-toluene-4-sulfinyl)-heptan-3-ol

Chemical Property of (3R,4R)-4-Chloro-1-phenyl-4-((R)-toluene-4-sulfinyl)-heptan-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,4R)-4-Chloro-1-phenyl-4-((R)-toluene-4-sulfinyl)-heptan-3-ol

There total 6 articles about (3R,4R)-4-Chloro-1-phenyl-4-((R)-toluene-4-sulfinyl)-heptan-3-ol 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%

(R)-4-Chloro-1-phenyl-4-((R)-toluene-4-sulfinyl)-heptan-3-one (129990-76-7) → (3R,4R)-4-Chloro-1-phenyl-4-((R)-toluene-4-sulfinyl)-heptan-3-ol (129990-71-2)

Guidance literature:

With diisobutylaluminium hydride; In diethyl ether; at -60 ℃;

DOI:10.1016/S0040-4039(00)94444-7

Reference yield: 11.0%

(R)-4-Chloro-1-phenyl-4-((R)-toluene-4-sulfinyl)-heptan-3-one (129990-76-7) → (3R,4R)-4-Chloro-1-phenyl-4-((R)-toluene-4-sulfinyl)-heptan-3-ol (129990-71-2) + (3S,4R)-4-Chloro-1-phenyl-4-((R)-toluene-4-sulfinyl)-heptan-3-ol (130061-48-2)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at -60 ℃;

DOI:10.1016/S0040-4039(00)94444-7

Reference yield:

3-phenyl-propionaldehyde (104-53-0) → (3R,4R)-4-Chloro-1-phenyl-4-((R)-toluene-4-sulfinyl)-heptan-3-ol (129990-71-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) LDA / 1) THF, -55 deg C

2: 80 percent / Swern oxidation

3: 88 percent / diisobutylaluminum hydride / diethyl ether / -60 °C

With diisobutylaluminium hydride; lithium diisopropyl amide; In diethyl ether;

DOI:10.1016/S0040-4039(00)94444-7

upstream raw materials:

3-phenyl-propionaldehyde

(-)-1-chlorobutyl p-tolyl sulfoxide

(R)-4-Chloro-1-phenyl-4-((R)-toluene-4-sulfinyl)-heptan-3-one

(3S,4R)-4-Chloro-1-phenyl-4-((R)-toluene-4-sulfinyl)-heptan-3-ol

Downstream raw materials:

(R)-4-Chloro-1-phenyl-4-((R)-toluene-4-sulfinyl)-heptan-3-one

(Z)-(R)-4-Chloro-1-phenyl-hept-4-en-3-ol

(2S)-2-Hydroxy-4-phenylbutyric acid methyl ester

(2R)-2-Hydroxy-4-phenylbutyric acid methyl ester