4-HYDROXY-CYCLOHEXANECARBOXYLIC ACID ETHYL ESTER

Base Information

• Chemical Name: 4-HYDROXY-CYCLOHEXANECARBOXYLIC ACID ETHYL ESTER
• CAS No.: 3618-04-0
• Molecular Formula: C₉H₁₆O₃
• Molecular Weight: 172.224
• Hs Code.: 2918199890
• Mol file: 3618-04-0.mol

Synonyms:Ethyltrans-4-hydroxycyclohexanecarboxylate; trans-4-Hydroxycyclohexane-1-carboxylicacid ethyl ester; trans-4-Hydroxycyclohexanecarboxylic acid ethyl ester;trans-Ethyl 4-hydroxycyclohexanecarboxylate

Chemical Property of 4-HYDROXY-CYCLOHEXANECARBOXYLIC ACID ETHYL ESTER

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.481
• Boiling Point: 251.411°C at 760 mmHg
• PKA: 14.98±0.40(Predicted)
• Flash Point: 100.193°C
• PSA: 46.53000
• Density: 1.093g/cm³
• LogP: 1.10060
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

trans-Ethyl4-hydroxycyclohexanecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: trans-Ethyl 4-hydroxycyclohexanecarboxylate acts as a reagent in the discovery of Mer kinase inhibitors for the treatment of pediatric acute lymphoblastic leukemia, in the structural activity relationship study of piperidine-based derivatives as novel influenza virus inhibitors.

Technology Process of 4-HYDROXY-CYCLOHEXANECARBOXYLIC ACID ETHYL ESTER

There total 13 articles about 4-HYDROXY-CYCLOHEXANECARBOXYLIC ACID ETHYL ESTER 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: 100.0%

ethanol (64-17-5) + 4-hydroxycyclohexanecarboxylic acid (3685-22-1,3685-26-5,17419-81-7) → 4-hydroxycyclohexyl carboxylic acid ethyl ester (3618-04-0,75877-66-6,17159-80-7)

Guidance literature:

ethanol; 4-hydroxycyclohexanecarboxylic acid; With sulfuric acid; for 16h; Heating / reflux;

With water; sodium carbonate; In ethanol;

Reference yield: 100.0%

Ethyl 4-hydroxybenzoate (120-47-8) → 4-hydroxycyclohexyl carboxylic acid ethyl ester (3618-04-0,75877-66-6,17159-80-7)

Guidance literature:

With hydrogen; Rh/Al₂O₃; In ethanol; at 20 ℃; for 20h; under 3800 Torr;

DOI:10.1248/bpb.18.407

Reference yield: 99.0%

ethyl 4-oxocyclohexane-1-carboxylate (17159-79-4) → 4-hydroxycyclohexyl carboxylic acid ethyl ester (3618-04-0,75877-66-6,17159-80-7)

Guidance literature:

With methanol; sodium tetrahydroborate; at 0 - 20 ℃; for 1h;

DOI:10.1021/acs.jmedchem.6b00908

upstream raw materials:

Ethyl 4-hydroxybenzoate

ethyl 4-oxocyclohexane-1-carboxylate

ethanol

4-hydroxycyclohexanecarboxylic acid

Downstream raw materials:

4-methoxybenzyl 4-hydroxycyclohexanoate

ethyl 4-oxocyclohexane-1-carboxylate

ethyl 4-[({[1-({5-chloro-2-[(2-methylpropyl)oxy]phenyl}methyl)-5-methyl-1H-pyrazol-3-yl]amino}carbonyl)oxy]cyclohexanecarboxylate

4-t-butoxycyclohexane-1-carboxylic acid

Refernces

• 1、 Rabal, Obdulia,Sánchez-Arias, Juan A.,Cuadrado-Tejedor, Mar,De Miguel, Irene,Pérez-González, Marta,García-Barroso, Carolina,Ugarte, Ana,Estella-Hermoso De Mendoza, Ander,Sáez, Elena,Espelosin, Maria,Ursua, Susana,Haizhong, Tan,Wei, Wu,Musheng, Xu,Garcia-Osta, Ana,Oyarzabal, Julen. "Design, Synthesis, and Biological Evaluation of First-in-Class Dual Acting Histone Deacetylases (HDACs) and Phosphodiesterase 5 (PDE5) Inhibitors for the Treatment of Alzheimer's Disease". supporting information. p. 8967 - 9004. Retrieved 2016/10/22.
• 2、 Kuethe, Jeffrey T.,Janey, Jacob M.,Truppo, Matthew,Arredondo, Juan,Li, Tao,Yong, Kelvin,He, Shuwen. "A biocatalytic/reductive etherification approach to substituted piperidinyl ethers". . p. 4563 - 4570. Retrieved 2014/06/10.