(R)-9-Hydroxydecanoic acid

Base Information

• Chemical Name: (R)-9-Hydroxydecanoic acid
• CAS No.: 35433-73-9
• Molecular Formula: C10H20O3
• Molecular Weight: 188.26400
• Mol file: 35433-73-9.mol

Synonyms:(-)-(R)-9-Hydroxydecansaeure;(R)-9-Hydroxydecansaeure;(R)-9-hydroxydecanoic acid;(R)-9-Hydroxy-decanoic acid;

Chemical Property of (R)-9-Hydroxydecanoic acid

Chemical Property:

• PSA: 57.53000
• LogP: 2.18250

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-9-Hydroxydecanoic acid

There total 22 articles about (R)-9-Hydroxydecanoic 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: 96.0%

(-)-(R)-9-(2,4,10-Trioxatricyclo<3.3.1.13,7>dec-3-yl)-2-nonanol (88785-10-8) → (R)-9-hydroxydecanoic acid (35433-73-9)

Guidance literature:

With potassium hydroxide; sulfuric acid; In 1,4-dioxane; ethyl acetate; 1) reflux, 30 min; 2) reflux, 30 min;

DOI:10.1002/hlca.19830660741

Reference yield: 92.0%

ethyl (R)-9-hydroxydecanoate (164933-47-5) → (R)-9-hydroxydecanoic acid (35433-73-9)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 60 ℃; for 2h;

DOI:10.1016/0957-4166(95)00319-K

Reference yield:

(R)-9-tert-butyldimethylsilyloxydecanoic acid (191476-06-9) → (R)-9-hydroxydecanoic acid (35433-73-9)

Guidance literature:

With pyridine; hydrogen fluoride; In acetonitrile; at 23 ℃; for 1h; Yield given;

DOI:10.1016/S0957-4166(97)00186-9

upstream raw materials:

acetic acid tert-butyl ester

(-)-(R)-9-Hydroxydecansaeure-methylester

(+)-(S)-9-Hydroxydecansaeure-methylester

(-)-(R)-9-(2,4,10-Trioxatricyclo<3.3.1.1^3,7>dec-3-yl)-2-nonanol

Downstream raw materials:

(R)-(-)-phoracantholide I

Refernces

• 1、 Hamada,Daikai,Irie,Katsuki. "Insect pheromone synthesis using Mn-salen catalyzed asymmetric epoxidation as a key step". . p. 2441 - 2451. Retrieved 2007/10/03.
• 2、 Naoshima, Yoshinobu,Hasegawa, Hidenobu. "Synthesis of Both Enantiomers of Phoracantholide I, a Defensive Secretion of the Eucarypt Longicorn, Employing Asymmetric Reduction with Immobilized Baker's Yeast". . p. 2379 - 2382. Retrieved 2007/10/02.