2-Hydroxyglutaric Acid

Base Information

• Chemical Name: 2-Hydroxyglutaric Acid
• CAS No.: 636-67-9
• Molecular Formula: C5H8O5
• Molecular Weight: 148.114
• Mol file: 636-67-9.mol

Synonyms:

Chemical Property of 2-Hydroxyglutaric Acid

Chemical Property:

• Boiling Point: 394.2°Cat760mmHg
• Flash Point: 206.4°C
• Density: 1.508g/cm³

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Hydroxyglutaric Acid

There total 64 articles about 2-Hydroxyglutaric 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: 70.0%

α-ketoglutaric acid (328-50-7) → Glutamic acid (617-65-2,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) + 2-hydroxyglutaric acid (2889-31-8,636-67-9)

Guidance literature:

With [Ir(III)Cp*(bpy)(OH₂)](SO₄); ammonium formate; In water; at 80 ℃; for 6h; pH=6.5;

DOI:10.1021/ja031633r

Reference yield:

hydrogenchloride (7647-01-0,15364-23-5) + propene-1,1,3,3-tetracarboxylic acid tetraethyl ester (49597-05-9) → diethyl 3-hydroxypentanedioate (638-18-6) + 2-hydroxyglutaric acid (2889-31-8,636-67-9) + glutaconic acid (1724-02-3)

Guidance literature:

Reference yield:

D-Glucose (2280-44-6) → α-ketoglutaric acid (328-50-7) + (2R)-hydroxyglutaric acid (13095-47-1,636-67-9) + 2-oxo-propionic acid (127-17-3)

Guidance literature:

With ammonium iron (II) sulfate; potassium dihydrogenphosphate; ammonium succinate; D-glucose; Thiamine hydrochloride; magnesium sulfate; In water; at 26 ℃; for 144h; Yield given. Yields of byproduct given; Yarrowia lipolytica R-2;

upstream raw materials:

1,5-pentanedioic acid

Glutamic acid

D-Glutamic acid

diethyl 2-bromoglutarate

Downstream raw materials:

(+/-)-diethyl 2-hydroxypentandioate

(S)-1,2,5-triacetoxy-pentane

(S)-dimethyl 2-hydroxypentanedioate

Refernces

• 1、 De Berardinis, Véronique,Gefflaut, Thierry,Gourbeyre, Léa,Guérard-Hélaine, Christine,Hélaine, Virgil,Laurent, Victor,Lemaire, Marielle,Nauton, Lionel,Salanoubat, Marcel,Tra?kia, Mounir,Uzel, Alexandre. "Pyruvate Aldolases Catalyze Cross-Aldol Reactions between Ketones: Highly Selective Access to Multi-Functionalized Tertiary Alcohols". . p. 2538 - 2543. Retrieved 2020/03/11.
• 2、 De Schouwer, Free,Cuypers, Thomas,Claes, Laurens,De Vos, Dirk E.. "Metal-catalyzed reductive deamination of glutamic acid to bio-based dimethyl glutarate and methylamines". . p. 1866 - 1876. Retrieved 2017/06/09.