(1S)-1-(2,4-Dichlorophenyl)ethane-1,2-diol

Base Information

• Chemical Name: (1S)-1-(2,4-Dichlorophenyl)ethane-1,2-diol
• CAS No.: 187164-23-4
• Molecular Formula: C8H8Cl2O2
• Molecular Weight: 207.05400
• DSSTox Substance ID: DTXSID00707547
• Nikkaji Number: J1.995.374B
• Wikidata: Q72467386
• Mol file: 187164-23-4.mol

Synonyms:187164-23-4;(s)-1-(2,4-dichlorophenyl)ethane-1,2-diol;(1S)-1-(2,4-Dichlorophenyl)ethane-1,2-diol;1,2-Ethanediol, 1-(2,4-dichlorophenyl)-, (1S)-;SCHEMBL7453698;DTXSID00707547

Chemical Property of (1S)-1-(2,4-Dichlorophenyl)ethane-1,2-diol

Chemical Property:

• PSA: 40.46000
• LogP: 2.01910
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 205.9901349
• Heavy Atom Count: 12
• Complexity: 143

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)Cl)C(CO)O
• Isomeric SMILES: C1=CC(=C(C=C1Cl)Cl)[C@@H](CO)O
• Use Description: (S)-1-(2,4-Dichlorophenyl)-1,2-ethanediol, a chemical compound, has several potential applications in different fields. In the field of pharmaceuticals, it can serve as a chiral building block for the synthesis of drug molecules, particularly those with potential therapeutic properties. Its role is pivotal in the creation of enantiomerically pure compounds, which can be critical in pharmaceutical research and development. Additionally, in academic research and organic chemistry, this compound can be employed as a building block for the synthesis of complex organic molecules, aiding in the study of chemical reactions and the development of new chemical methodologies. Its versatility across these fields underscores its significance in drug discovery, chemical research, and the potential advancement of treatments for various medical conditions, ultimately contributing to healthcare and scientific knowledge.

Technology Process of (1S)-1-(2,4-Dichlorophenyl)ethane-1,2-diol

There total 6 articles about (1S)-1-(2,4-Dichlorophenyl)ethane-1,2-diol 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: 98.0%

methyl 2-(2,4-dichlorophenyl)-2-oxo-acetate → 1-(2.4-dichlorophenyl)-1,2-ethanediol (14866-28-5,187164-23-4)

Guidance literature:

With carbonylhydrido(tetrahydroborato)[bis(2-diphenylphosphinoethyl)-amino]ruthenium(II); hydrogen; sodium t-butanolate; In methanol; at 80 ℃; for 12h; under 37503.8 Torr; chemoselective reaction; Glovebox; Autoclave;

DOI:10.1055/s-0035-1561971

Reference yield: 43.0%

2-(2,4-dichlorophenyl)oxirane (13692-15-4) → C8H8Cl2O2 (187164-23-4) + (S)-2-(2,4-dichlorophenyl)oxirane (141394-11-8)

Guidance literature:

With (S,S)-[N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino]cobalt(III) acetate; water; In toluene; at 0 - 20 ℃; for 14.08h; Inert atmosphere; Large scale;

DOI:10.1016/j.tetlet.2017.09.070

Reference yield:

2-(2,4-dichlorophenyl)oxirane (13692-15-4) → C8H8Cl2O2 (187164-23-4) + C8H8Cl2O2 (187164-23-4)

Guidance literature:

With epoxide hydrolase from Vigna radiata; variant VrEH_2M263Q; In aq. phosphate buffer; dimethyl sulfoxide; at 30 ℃; pH=7; Reagent/catalyst; enantioselective reaction; Enzymatic reaction;

DOI:10.1002/adsc.202000898

upstream raw materials:

2-(2,4-dichlorophenyl)oxirane

2,4-dichlorophenacyl bromide

Refernces

• 1、 Lepesheva, Galina,Christov, Plamen,Sulikowski, Gary A.,Kim, Kwangho. "A convergent, scalable and stereoselective synthesis of azole CYP51 inhibitors". supporting information. p. 4248 - 4250. Retrieved 2017/10/12.