hydroxy-(2-oxo-cyclohexyl)-acetic acid

Base Information

• Chemical Name: hydroxy-(2-oxo-cyclohexyl)-acetic acid
• CAS No.: 98558-76-0
• Molecular Formula: C₈H₁₂O₄
• Molecular Weight: 172.181
• Mol file: 98558-76-0.mol

Synonyms:hydroxy-(2-oxo-cyclohexyl)-acetic acid

Chemical Property of hydroxy-(2-oxo-cyclohexyl)-acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of hydroxy-(2-oxo-cyclohexyl)-acetic acid

There total 8 articles about hydroxy-(2-oxo-cyclohexyl)-acetic 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:

1-(Trimethylsilyloxy)cyclohexene (6651-36-1) + Glyoxilic acid (298-12-4) → hydroxy-(2-oxo-cyclohexyl)-acetic acid (98558-76-0)

Guidance literature:

With indium(III) chloride; In water; at 23 ℃; for 15h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1039/cc9960001819

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → (R)-Hydroxy-(2-oxo-cyclohexyl)-acetic acid (98558-76-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 42 percent / sodium ethoxide / ethanol / a) 0-5 deg C, 1 h, b) room temperature, 18 h

2: 1) sodium formate / 1) benzyl viologen / 1) water, 35 deg C, biosynthesis by Proteus vulgaris (potassium phosphate buffer pH 7.0), 2) hydrolysis (by Lypozyme^R)

With sodium ethanolate; sodium formate; 1,1'-dibenzyl-4,4'-bipyridinium; In ethanol;

DOI:10.1016/S0040-4020(01)86506-6

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + Glyoxilic acid (298-12-4) → (R)-2-hydroxy-2-((S)-oxocyclohexyl)acetic acid + C8H12O4 (98558-76-0)

Guidance literature:

With N-[(1S)-2'-[[(4-methylphenyl)sulfonyl]amino][1,1'-binaphthalen]-2-yl]-2-pyrrolidinecarboxamide; In water; at 0 ℃; Overall yield = 71 %; stereoselective reaction;

DOI:10.1039/c3ra46800c

upstream raw materials:

1-(Trimethylsilyloxy)cyclohexene

Glyoxilic acid

cyclohexanone

ethyl 2-oxo-2-(2-oxocyclohexyl)acetate

Downstream raw materials:

Cyclohexyl<1,2-c>-3(2H)pyridazinone

methyl (αR,1S)-α-hydroxy-2-oxocyclohexaneacetate

C₉H₁₄O₄

α,2-Dioxocyclohexaneacetic Acid