Cyclohexanepropanoic acid, -alpha--hydroxy--ba--oxo-, methyl ester (9CI)

Base Information

• Chemical Name: Cyclohexanepropanoic acid, -alpha--hydroxy--ba--oxo-, methyl ester (9CI)
• CAS No.: 601560-12-7
• Molecular Formula: C10H16O4
• Molecular Weight: 200.235
• Mol file: 601560-12-7.mol

Synonyms:Cyclohexanepropanoicacid,-alpha--hydroxy--bta--oxo-,methylester(9CI);Cyclohexanepropanoic acid, -alpha--hydroxy--ba--oxo-, methyl ester (9CI)

Chemical Property of Cyclohexanepropanoic acid, -alpha--hydroxy--ba--oxo-, methyl ester (9CI)

Chemical Property:

• PSA: 63.60000
• LogP: 0.66970

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclohexanepropanoic acid, -alpha--hydroxy--ba--oxo-, methyl ester (9CI)

There total 5 articles about Cyclohexanepropanoic acid, -alpha--hydroxy--ba--oxo-, methyl ester (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: 82.0%

methyl (2E)-3-cyclohexylprop-2-enoate (26429-99-2) → 3-cyclohexyl-2-hydroxy-3-oxo-propionic acid methyl ester (601560-12-7)

Guidance literature:

With oxone; sodium hydrogencarbonate; ruthenium trichloride; In water; ethyl acetate; acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1021/jo034864p

Reference yield:

methyl (2E)-3-cyclohexylprop-2-enoate (26429-99-2) → 3-cyclohexyl-2-hydroxy-3-oxo-propionic acid methyl ester (601560-12-7) + 3-cyclohexyl-3-hydroxy-2-oxo-propionic acid methyl ester (809284-99-9)

Guidance literature:

With ruthenium trichloride; Oxone; sodium hydrogencarbonate; In water; ethyl acetate; acetonitrile; at 20 ℃; for 0.333333h;

DOI:10.1021/jo048822s

Reference yield:

vinylcyclohexane (695-12-5,25498-06-0) → 3-cyclohexyl-2-hydroxy-3-oxo-propionic acid methyl ester (601560-12-7)

Guidance literature:

Multi-step reaction with 2 steps

1: Grubbs' II catalyst / CH₂Cl₂ / Heating

2: 62 mg / Oxone (R); NaHCO₃ / ethyl acetate; H₂O; acetonitrile / 0 °C

With Oxone; sodium hydrogencarbonate; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; water; ethyl acetate; acetonitrile;

DOI:10.1021/ol061837n

upstream raw materials:

methyl (2E)-3-cyclohexylprop-2-enoate

vinylcyclohexane

methyl 3-cyclohexyl-3-oxopropionate

Downstream raw materials:

3-cyclohexyl-3-hydroxy-2-oxo-propionic acid methyl ester

Refernces

• 1、 Scholte, Andrew A.,Mi, Hyun An,Snapper, Marc L.. "Ruthenium-catalyzed tandem olefin metathesis-oxidations". . p. 4759 - 4762. Retrieved 2007/10/03.
• 2、 Plietker, Bernd. "RuO4-catalyzed ketohydroxylation of olefins". . p. 7123 - 7125. Retrieved 2007/10/03.