(S)-(-)-(3-chlorophenyl)-3-hydroxypropionic acid

Base Information

• Chemical Name: (S)-(-)-(3-chlorophenyl)-3-hydroxypropionic acid
• CAS No.: 625095-56-9
• Molecular Formula: C₉H₉ClO₃
• Molecular Weight: 200.622
• Mol file: 625095-56-9.mol

Synonyms:(S)-(-)-(3-chlorophenyl)-3-hydroxypropionic acid

Chemical Property of (S)-(-)-(3-chlorophenyl)-3-hydroxypropionic acid

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

(S)-3-(3-chlorophenyl)-3-hydroxypropanoicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-(-)-(3-chlorophenyl)-3-hydroxypropionic acid

There total 3 articles about (S)-(-)-(3-chlorophenyl)-3-hydroxypropionic acid 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: 74.5%

3-(3-chlorophenyl)-3-oxopropanoic acid (13422-80-5) → (S)-(-)-(3-chlorophenyl)-3-hydroxypropionic acid (625095-56-9,40620-54-0)

Guidance literature:

With (-)-B-chlorodiisopinocampheylborane; triethylamine; In dichloromethane; at -25 - 3 ℃; for 4.66667h;

Reference yield: 70.4%

(S)-(-)-methyl 3-(3-chlorophenyl)-3-hydroxypropanoate (135505-20-3) → (S)-(-)-(3-chlorophenyl)-3-hydroxypropionic acid (625095-56-9,40620-54-0)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃; for 2.5h; under 760.051 Torr; pH=11 - 14;

Reference yield:

3'-Chloroacetophenone (99-02-5) → (S)-(-)-(3-chlorophenyl)-3-hydroxypropionic acid (625095-56-9,40620-54-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / DBU / 20 h / 20 °C

2: 65 percent / (-)-DIP-Cl / CH₂Cl₂ / -20 - -10 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; (-)-diisopinocamphenylborane chloride; In dichloromethane;

DOI:10.1021/ja031818y

upstream raw materials:

3-(3-chlorophenyl)-3-oxopropanoic acid

3'-Chloroacetophenone

(S)-(-)-methyl 3-(3-chlorophenyl)-3-hydroxypropanoate

Downstream raw materials:

(S)-(-)-1-(3-Chlorophenyl)-1,3-propanediol

2',3'-di-O-tert-butyldimethylsilyl-5'-O-cis-[4-(S)-(3-chlorophenyl)-2-oxo-1,3,2-dioxaphoshorinan-2-yl]cytosine-1-β-D-arabinofuranoside

(+)-cis-5'-O-[4-(S)-(3-chlorophenyl)-2-oxo-1,3,2-dioxaphosphorinan-2-yl]cytosine-1-β-D-arabinofuranoside

(+)-cis-9-{2-[4-(S)-(3-chlorophenyl)-2-oxo-1,3,2-dioxaphosphorinan-2-methyleneoxy]eth-1-yl}adenine

Refernces

• 1、 -. "Novel 2'-C-methyl nucleoside derivatives". Page/Page column 42. . Retrieved 2008/06/13.
• 2、 Erion, Mark D.,Reddy, K. Raja,Boyer, Serge H.,Matelich, Michael C.,Gomez-Galeno, Jorge,Lemus, Robert H.,Ugarkar, Bheemarao G.,Colby, Timothy J.,Schanzer, Juergen,Van Poelje, Paul D.. "Design, Synthesis, and Characterization of a Series of Cytochrome P 450 3A-Activated Prodrugs (HepDirect Prodrugs) Useful for Targeting Phosph(on)ate-Based Drugs to the Liver". . p. 5154 - 5163. Retrieved 2007/10/03.