(S)-methyl 3-hydroxydodecanoate

Base Information

• Chemical Name: (S)-methyl 3-hydroxydodecanoate
• CAS No.: 66997-68-0
• Molecular Formula: C₁₃H₂₆O₃
• Molecular Weight: 230.348
• Mol file: 66997-68-0.mol

Synonyms:

Chemical Property of (S)-methyl 3-hydroxydodecanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-methyl 3-hydroxydodecanoate

There total 7 articles about (S)-methyl 3-hydroxydodecanoate 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: 93.0%

methyl 3-oxododecanoate (76835-64-8) → (S)-methyl 3-hydroxydodecanoate (66997-68-0,85464-97-7)

Guidance literature:

With ruthenium(II) chloride; hydrogenchloride; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); In methanol; at 40 ℃; for 6h; under 2068.59 Torr;

DOI:10.1021/jo981971o

Reference yield: 50.0%

(3R)-(-)-3-Hydroxydodecanoic acid (28254-78-6,53941-38-1) + diazomethyl-trimethyl-silane (18107-18-1) → (S)-methyl 3-hydroxydodecanoate (66997-68-0,85464-97-7)

Guidance literature:

(3R)-(-)-3-Hydroxydodecanoic acid; diazomethyl-trimethyl-silane; In methanol;

With triphenylphosphine; 4-nitro-benzoic acid;

With potassium carbonate;

DOI:10.1021/acscatal.1c03292

Reference yield:

methyl 3-oxododecanoate (76835-64-8) → (R)-β-hydroxydodecanoic acid methyl ester (76835-66-0,85464-97-7) + (S)-methyl 3-hydroxydodecanoate (66997-68-0,85464-97-7)

Guidance literature:

With hydrogen; ultrasonicated (R,R)-tartaric acid-NaBr-modified Raney nickel catalyst <(R,R)-TA-NaBr-MRNi-U>; In various solvent(s); at 100 ℃; for 48h; under 750.06 Torr; Title compound not separated from byproducts;

DOI:10.1039/c39910000795

upstream raw materials:

methyl 3-oxododecanoate

methyl nonyl ketone

n-decanoyl chloride

5-decanoyl-2,2-dimethyl-1,3-dioxane-4,6-dione

Refernces

• 1、 Chen, Hao,Huang, Mengfei,Yan, Wenliang,Bai, Wen-Ju,Wang, Xiqing. "Enzymatic Regio- And Enantioselective C-H Oxyfunctionalization of Fatty Acids". . p. 10625 - 10630. Retrieved 2021/09/02.
• 2、 Sugimura, Takashi,Nakagawa, Satoshi,Tai, Akira. "Over 98% optical yield achieved by a heterogeneous catalysis. Substrate design and analysis of enantio-differentiating factors of tartaric acid-modified Raney nickel hydrogenation". . p. 355 - 363. Retrieved 2007/10/03.