Methyl (3R)-3-hydroxydecanoate

Base Information

• Chemical Name: Methyl (3R)-3-hydroxydecanoate
• CAS No.: 56618-58-7
• Molecular Formula: C11H22O3
• Molecular Weight: 202.294
• DSSTox Substance ID: DTXSID50446818
• Nikkaji Number: J61.035F
• Wikidata: Q82265540
• Mol file: 56618-58-7.mol

Synonyms:56618-58-7;Methyl (3R)-3-hydroxydecanoate;(R)-Methyl 3-hydroxydecanoate;(R)-3-Hydroxydecanoic Acid Methyl Ester;R-(3)-Hydroxydecanoic Acid, Methyl Ester;Methyl (R)-3-Hydroxydecanoate;(R)-Methyl3-hydroxydecanoate;SCHEMBL8413382;DTXSID50446818;(?)-3-Hydroxycapric acid methyl;AKOS027324251;SS-4998;3-(r)-hydroxydecanoic acid methyl ester;BP-29858;CS-0311833;E78576

Chemical Property of Methyl (3R)-3-hydroxydecanoate

Chemical Property:

• Boiling Point: 99-100°C/0.5mm
• PKA: 13.98±0.20(Predicted)
• PSA: 46.53000
• Density: 0.956±0.06 g/cm3(Predicted)
• LogP: 2.27090
• Storage Temp.: Refrigerator
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 202.15689456
• Heavy Atom Count: 14
• Complexity: 146

Purity/Quality:

99%, ^*data from raw suppliers

(R)-3-HydroxydecanoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCC(CC(=O)OC)O
• Isomeric SMILES: CCCCCCC[C@H](CC(=O)OC)O
• Uses: The methyl ester of one of two major components of bacterial Lipid A.

Technology Process of Methyl (3R)-3-hydroxydecanoate

There total 43 articles about Methyl (3R)-3-hydroxydecanoate 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: 97.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + (3R)-3-hydroxydecanoic acid (19525-80-5) → methyl (R)-3-hydroxydecanoate (56618-58-7)

Guidance literature:

In dichloromethane; for 0.0833333h;

DOI:10.1016/0008-6215(88)80077-6

Reference yield: 89.0%

methyl 3-oxodecanoate (22348-96-5) → methyl (R)-3-hydroxydecanoate (56618-58-7)

Guidance literature:

With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); hydrogen bromide; hydrogen; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; In methanol; acetone; at 55 ℃; for 18h; under 760.051 Torr; optical yield given as %ee;

DOI:10.1016/j.bmcl.2011.01.084

Reference yield: 76.0%

methanol (67-56-1) + (R)-1-((R)-4-benzyl-2-thioxothiazolidin-3-yl)-3-hydroxydecan-1-one (1222190-45-5) → methyl (R)-3-hydroxydecanoate (56618-58-7)

Guidance literature:

With 1H-imidazole; at 0 - 20 ℃; for 6h;

DOI:10.1021/acs.orglett.0c00070

upstream raw materials:

diazomethane

(3R)-3-hydroxydecanoic acid

methanol

Serrataminsaeure

Downstream raw materials:

(S)-2-(Trityl-amino)-propionic acid (S)-1-((2S,3S)-3-decyl-4-oxo-oxetan-2-ylmethyl)-octyl ester

C₄₈H₆₁N₅O₁₀

C₃₄H₄₉N₅O₁₀

C₂₃H₃₇N₃O₃

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