Propanedioic acid, fluoro-, monoethyl ester, (R)-

Base Information

• Chemical Name: Propanedioic acid, fluoro-, monoethyl ester, (R)-
• CAS No.: 94721-39-8
• Molecular Formula: C5H7FO4
• Mol file: 94721-39-8.mol

Synonyms:

Chemical Property of Propanedioic acid, fluoro-, monoethyl ester, (R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Propanedioic acid, fluoro-, monoethyl ester, (R)-

There total 2 articles about Propanedioic acid, fluoro-, monoethyl ester, (R)- 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: 70.0%

fluoromalonic acid diethyl ester (685-88-1) → 2-Fluoro-malonic acid monoethyl ester (94721-39-8,100701-49-3)

Guidance literature:

With disodium hydrogenphosphate; potassium dihydrogenphosphate; Candida cylindraceae; at 40 - 41 ℃; for 6h; pH=7.3;

DOI:10.1246/cl.1984.1811

Reference yield:

fluoromalonic acid diethyl ester (685-88-1) → 2-Fluoro-malonic acid monoethyl ester (94721-39-8,100701-49-3) + 2-Fluoro-malonic acid monoethyl ester

Guidance literature:

With Na₂HPO₄-KH₂PO₄ buffer solution; at 40 - 41 ℃; for 6h; Yields of byproduct given. Title compound not separated from byproducts; lipase MY (Candida cylindracea), pH 7.3;

DOI:10.1021/jo00357a010

Reference yield:

(R)-(+)-2-fluoro-2-methylmalonic acid monoethyl ester (94721-39-8) → (R)-2-Fluoro-3-(toluene-4-sulfonyloxy)-propionic acid ethyl ester (102712-70-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) N,N-dimethylchloromethyleniminium chloride, 2.) sodium borohydride / 1.) methylene dichloride, 0 degC, 2.) acetonitrile, THF, -20 degC

2: pyridine

With pyridine; sodium tetrahydroborate; N,N-dimethylchloromethyleniminium chloride;

DOI:10.1016/S0022-1139(00)81029-5

upstream raw materials:

fluoromalonic acid diethyl ester

Downstream raw materials:

(R)-2-Fluoro-3-(toluene-4-sulfonyloxy)-propionic acid ethyl ester

(R)-(+)-ethyl 2-fluoropropionate

Refernces

• 1、 Kitazume, Tomoya,Sato, Takehiko,Ishikawa, Nobuo. "ENANTIOSELECTIVE SYNTHESIS OF MONOFLUORINATED MALONIC ACID MONOESTERS WITH ENZYMES OF MICROBAL ORIGIN". . p. 1811 - 1814. Retrieved 2007/10/02.