(R)-1,2-dihydroxytridecane

Base Information

• Chemical Name: (R)-1,2-dihydroxytridecane
• CAS No.: 96883-16-8
• Molecular Formula: C₁₃H₂₈O₂
• Molecular Weight: 216.364
• Mol file: 96883-16-8.mol

Synonyms:(R)-1,2-dihydroxytridecane

Chemical Property of (R)-1,2-dihydroxytridecane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-1,2-dihydroxytridecane

There total 1 articles about (R)-1,2-dihydroxytridecane 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: 45.0%

(+/-)-1,2-epoxytridecane (1713-31-1,59812-92-9,59829-81-1,59829-82-2) → (S)-1,2-dihydroxytridecane (33968-46-6,96883-16-8,96883-15-7) + (R)-(+)-1,2-epoxytridecane (1713-31-1,59812-92-9,59829-82-2,59829-81-1)

Guidance literature:

With (S,S)-(salen)cobalt(III)(OAc); water; In isopropyl alcohol; at 0 ℃; optical yield given as %ee;

DOI:10.1016/j.tetasy.2012.05.025

Reference yield: 85.0%

(R)-1,2-dihydroxytridecane (96883-16-8) + p-toluenesulfonyl chloride (98-59-9) → (R)-2-hydroxytridecyl 4-methylbenzenesulfonate (129752-93-8)

Guidance literature:

With di(n-butyl)tin oxide; triethylamine; In dichloromethane; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.tetasy.2013.02.005

Reference yield:

(R)-1,2-dihydroxytridecane (96883-16-8) → (R)-3-hydroxytetradecanoic acid (28715-21-1,3422-31-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / pyridine; thionyl chloride / 5 h / 0 °C

2: 86 percent / dimethylformamide / 12 h / 90 °C

3: 95 percent / aq. HCl / CH₂Cl₂ / 12 h / 100 °C

With pyridine; hydrogenchloride; thionyl chloride; In dichloromethane; N,N-dimethyl-formamide; 1: Cyclization / 2: Ring cleavage / 3: Hydrolysis;

upstream raw materials:

(+/-)-1,2-epoxytridecane

Downstream raw materials:

(S)-(-)-1,2-epoxytridecane

Toluene-4-sulfonic acid (S)-2-hydroxy-tridecyl ester

(R)-(+)-1,2-epoxytridecane

(R)-2-hydroxytridecyl 4-methylbenzenesulfonate