L-Glutamic acid, 3-fluoro-, threo- (9CI)

Base Information

• Chemical Name: L-Glutamic acid, 3-fluoro-, threo- (9CI)
• CAS No.: 97315-77-0
• Molecular Formula: C₅H₈FNO₄
• Molecular Weight: 165.121
• Mol file: 97315-77-0.mol

Synonyms:L-Glutamic acid, 3-fluoro-, threo- (9CI)

Chemical Property of L-Glutamic acid, 3-fluoro-, threo- (9CI)

Chemical Property:

• PSA: 100.62000
• LogP: -0.08860

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of L-Glutamic acid, 3-fluoro-, threo- (9CI)

There total 4 articles about L-Glutamic acid, 3-fluoro-, threo- (9CI) 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: 56.0%

D,L-threo-N-acetyl-3-fluoroglutamic acid (19883-18-2,97413-77-9,97413-78-0) → (2R,3R)-3-fluoroglutamic acid (97315-77-0)

Guidance literature:

In water; at 25 ℃; for 26h; acylase I, pH = 7;

DOI:10.1021/jo00217a029

Reference yield:

disodium 2-oxo-3-fluoroglutarate (117860-25-0) → (2R,3R)-3-fluoroglutamic acid (97315-77-0) + (2R,3S)-3-fluoroglutamic acid (97315-76-9,142292-79-3,97550-60-2,97550-65-7)

Guidance literature:

In ethanol; at 30 ℃; for 72h; Yield given. Yields of byproduct given; EDTA, NAD⁽¹⁺⁾, bovine serum albumin, GLDH, YADH, ammonium phosphate buffer (pH 7);

DOI:10.1021/jo00263a048

Reference yield:

N-acetyl-3-hydroxyglutamic acid (97315-80-5,97315-81-6) → (2R,3R)-3-fluoroglutamic acid (97315-77-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.460 g / hydrogen fluoride, sulfur tetrafluoride / 1 h / -78 °C

2: 56 percent / H₂O / 26 h / 25 °C / acylase I, pH = 7

With sulfur tetrafluoride; hydrogen fluoride; In water;

DOI:10.1021/jo00217a029

upstream raw materials:

disodium 2-oxo-3-fluoroglutarate

D,L-threo-N-acetyl-3-fluoroglutamic acid

N-acetyl-3-hydroxyglutamic acid

diethyl 2-oxo-3-carbetoxy-3-fluoroglutarate

Downstream raw materials:

methyl cis-3-fluoro-5-ketopyrrolidine-2-carboxylate

Refernces

• 1、 Vidal-Cros, Anne,Gaudry, Michel,Marquet, Andree. "L-threo- and L-erythro-3-Fluoroglutamic Acids. Synthesis by Fluorodehydroxylation and Enzymatic Resolution.". . p. 3163 - 3167. Retrieved 2007/10/02.