(11S)-11-hydroxytetradecanoic acid methyl ester

Base Information

• Chemical Name: (11S)-11-hydroxytetradecanoic acid methyl ester
• CAS No.: 152427-52-6
• Molecular Formula: C₁₅H₃₀O₃
• Molecular Weight: 258.401
• Mol file: 152427-52-6.mol

Synonyms:(11S)-11-hydroxytetradecanoic acid methyl ester

Chemical Property of (11S)-11-hydroxytetradecanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (11S)-11-hydroxytetradecanoic acid methyl ester

There total 2 articles about (11S)-11-hydroxytetradecanoic acid methyl 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:

(11S)-hydroxytetradecanoic acid 11-O-α-L-rhamnopyranosyl-(1→2)-O-β-D-glucopyranosyl-(1→2)-β-D-quinovopyranoside → D-quionovose (7658-08-4,478518-52-4) + L-Rhamnose (3615-41-6,478518-52-4) + D-glucose (50-99-7) + (11S)-11-hydroxytetradecanoic acid methyl ester (152427-52-6)

Guidance literature:

With sulfuric acid; at 95 ℃; for 1h;

DOI:10.1080/10286020.2013.864281

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + cuscutic acid B → D-Xylose (87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2) + D-Glucose (2280-44-6) + L-rhamnose (73-34-7) + (11S)-11-hydroxytetradecanoic acid methyl ester (152427-52-6)

Guidance literature:

cuscutic acid B; With sulfuric acid; at 95 ℃; for 1h;

diazomethane; In diethyl ether;

DOI:10.1016/S0031-9422(97)00990-4

Reference yield: 46.0%

(11S)-11-hydroxytetradecanoic acid methyl ester (152427-52-6) + phenyl 2-O-benzoyl-3,4-di-O-benzyl-6-O-mesyl-1-thio-β-D-glucopyranoside (460082-42-2) → (S)-1-(methoxycarbonyl)tridec-10-yl 2-O-benzoyl-3,4-di-O-benzyl-6-O-mesyl-β-D-glucopyranoside

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; for 0.333333h;

DOI:10.1016/S0008-6215(02)00092-7

upstream raw materials:

diazomethane

Downstream raw materials:

(S)-11-((2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetradecanoic acid methyl ester

(S)-11-((2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-3-hydroxy-6-methanesulfonyloxymethyl-tetrahydro-pyran-2-yloxy)-tetradecanoic acid methyl ester

C₆₃H₈₄O₁₄

11-{3-[4-(4-allyloxy-5-benzyloxy-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-5-benzyloxy-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy]-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy}-tetradecanoic acid