Tetradecanoic acid, 3-((1-oxododecyl)oxy)-, (R)-

Base Information

• Chemical Name: Tetradecanoic acid, 3-((1-oxododecyl)oxy)-, (R)-
• CAS No.: 91681-56-0
• Molecular Formula: C26H50 O4
• Molecular Weight: 426.681
• DSSTox Substance ID: DTXSID70919594
• Nikkaji Number: J784.833A
• Wikidata: Q76009783
• Mol file: 91681-56-0.mol

Synonyms:SCHEMBL1536625;DTXSID70919594;IKRFTYQBIVDIMM-XMMPIXPASA-N;3-(dodecanoyloxy)tetradecanoic acid;(R)3-dodecanoyloxytetradecanoic acid;(R)-3-dodecanoyloxytetradecanoic acid;Tetradecanoic acid, 3-((1-oxododecyl)oxy)-, (R)-

Chemical Property of Tetradecanoic acid, 3-((1-oxododecyl)oxy)-, (R)-

Chemical Property:

• Vapor Pressure: 1.48E-12mmHg at 25°C
• Boiling Point: 527.9°Cat760mmHg
• Flash Point: 160.3°C
• PSA: 54.37000
• Density: 0.935g/cm³
• LogP: 8.48820
• XLogP3: 10.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 24
• Exact Mass: 426.37091007
• Heavy Atom Count: 30
• Complexity: 395

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCC(CC(=O)O)OC(=O)CCCCCCCCCCC
• Isomeric SMILES: CCCCCCCCCCC[C@H](CC(=O)O)OC(=O)CCCCCCCCCCC

Technology Process of Tetradecanoic acid, 3-((1-oxododecyl)oxy)-, (R)-

There total 19 articles about Tetradecanoic acid, 3-((1-oxododecyl)oxy)-, (R)- 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: 99.0%

tert-butyl (R)-3-dodecanoyloxytetradecanoate (163562-89-8) → (3R)-3-dodecanoyloxytetradecanoic acid (91681-56-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

Reference yield: 86.0%

2-(4-bromophenyl)-2-oxoethyl (R)-3-(dodecanoyloxy)tetradecanoate → (3R)-3-dodecanoyloxytetradecanoic acid (91681-56-0)

Guidance literature:

With acetic acid; zinc; at 60 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.carres.2020.108152

Reference yield: 86.0%

→ (3R)-3-dodecanoyloxytetradecanoic acid (91681-56-0)

Guidance literature:

upstream raw materials:

(R)-3-hydroxytetradecanoic acid ethyl ester

(R)-3-hydroxytetradecanoic acid

(3R)-3-hydroxytetradecanoic acid phenacyl ester

(R)-3-Dodecanoyloxy-tetradecanoic acid 2-oxo-2-phenyl-ethyl ester

Downstream raw materials:

C₁₁₆H₁₆₇N₄O₂₆PSi

C₁₅₇H₂₄₁N₂O₂₉PSi

3-benzyloxy-(S)-2-[(R)-3-dodecanoyloxytetradecanoylamino]propyl 2-deoxy-4,6-O-isopropylidene-3-O-[(R)-3-dodecanoyloxytetradecanoyl]-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

2-azidoethyl 4,6-O-benzylidene-2-deoxy-2-[(R)-3-(dodecanoyloxy)tetradecanamido]-β-D-glucopyranosyl-(1→6)-4-O-benzyl-2-deoxy-2-[(R)-3-(dodecanoyloxy)tetradecanamido]-β-D-glucopyranoside

Refernces

• 1、 Verpalen, Enrico C.J.M.,Brouwer, Arwin J.,Boons, Geert-Jan. "Synthesis of monophosphoryl lipid A using 2-naphtylmethyl ethers as permanent protecting groups". . . Retrieved 2020/10/09.
• 2、 -. "SYNTHETIC DERIVATIVES OF MPL AND USES THEREOF". . . Retrieved 2014/11/13.