Propanoic acid, 2-hydroxy-3-(phenylthio)-, methyl ester

Base Information

• Chemical Name: Propanoic acid, 2-hydroxy-3-(phenylthio)-, methyl ester
• CAS No.: 111248-06-7
• Molecular Formula: C10H12O3S
• Molecular Weight: 212.269
• DSSTox Substance ID: DTXSID00467972
• Mol file: 111248-06-7.mol

Synonyms:111248-06-7;Propanoic acid, 2-hydroxy-3-(phenylthio)-, methyl ester;DTXSID00467972

Chemical Property of Propanoic acid, 2-hydroxy-3-(phenylthio)-, methyl ester

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 212.05071541
• Heavy Atom Count: 14
• Complexity: 178

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CSC1=CC=CC=C1)O

Technology Process of Propanoic acid, 2-hydroxy-3-(phenylthio)-, methyl ester

There total 11 articles about Propanoic acid, 2-hydroxy-3-(phenylthio)-, methyl ester 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: 75.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + (2S)-hydroxy-3-(phenylthio)propanoic acid (83023-80-7) → methyl β-(thiophenoxy)lactate (111248-06-7)

Guidance literature:

In diethyl ether; at 25 ℃; for 0.5h;

DOI:10.1021/jo00038a028

Reference yield:

methanol (67-56-1) + 2-hydroxy-3-(phenylthio)propionic acid (83023-80-7,83023-81-8,82971-73-1) → methyl 2-hydroxy-3-(phenylthio)-propionate (111248-06-7)

Guidance literature:

With acetyl chloride; for 2h; Heating;

DOI:10.1021/ja00380a021

Reference yield:

thiophenol (108-98-5) → methyl 2-hydroxy-3-(phenylthio)-propionate (111248-06-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.) aq. HCl / 1) methanol, room temperature, 48 h

2: acetyl chloride / 2 h / Heating

With hydrogenchloride; acetyl chloride;

DOI:10.1021/ja00380a021

upstream raw materials:

methanol

2-hydroxy-3-(phenylthio)propionic acid

thiophenol

phenylthioacetaldehyde cyanohydrin acetate

Downstream raw materials:

C₁₅H₁₈O₃S

2-hydroxy-3-(phenylthio)propionic acid

(2S,4R)-3-[2-(tert-butyl-dimethylsilanyloxy)-3-phenylsulfanyl-propionyl]-4-isopropyl-2-oxo-oxazolidine-4-carboxylic acid benzyl ester

(6S,8αR)-6-benzenesulfinylmethyl-8α-isopropyl-dihydro-oxazolo[4,3-c]-[1,4]oxazine-3,5,8-trione