(R)-methyl 2-hydroxytetradecanoate

Base Information

• Chemical Name: (R)-methyl 2-hydroxytetradecanoate
• CAS No.: 130823-84-6
• Molecular Formula: C₁₅H₃₀O₃
• Molecular Weight: 258.401
• Mol file: 130823-84-6.mol

Synonyms:

Chemical Property of (R)-methyl 2-hydroxytetradecanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-methyl 2-hydroxytetradecanoate

There total 5 articles about (R)-methyl 2-hydroxytetradecanoate 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: 95.0%

methyl 2-oxotetradecanoate (55682-82-1) → (R)-methyl 2-hydroxytetradecanoate (56009-40-6,130823-84-6,149948-88-9,149948-89-0)

Guidance literature:

With formic acid; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; 3,3'-[(1R,2R)-1-amino-2-(4-dodecylphenylsulfonamido)ethane-1,2-diyl]bis(N,N,N-trimethylbenzenaminium)diiodide; sodium formate; In water; at 25 ℃; for 6h; enantioselective reaction;

DOI:10.1021/acs.joc.5b00241

Reference yield:

methanol (67-56-1) + C32H61NO4 → (R)-methyl 2-hydroxytetradecanoate (56009-40-6,130823-84-6,149948-88-9,149948-89-0)

Guidance literature:

With hydrogenchloride; at 80 ℃; for 12h;

DOI:10.3390/md15040120

Reference yield:

(R)-2-Hydroxy-tetradecanoic acid [(3E,7E)-(1S,2R)-2-hydroxy-8-methyl-1-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-heptadeca-3,7-dienyl]-amide → (R)-methyl 2-hydroxytetradecanoate (56009-40-6,130823-84-6,149948-88-9,149948-89-0)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl / methanol / 3 h / 60 °C

2: hexane

With hydrogenchloride; In methanol; hexane;

DOI:10.1007/BF00817267

upstream raw materials:

(R)-α-hydroxymyristic acid

diazomethane

methyl 2-oxotetradecanoate

methanol

Downstream raw materials:

(R)-tetradecane-1,2-diol