88862-84-4

Basic information

• Product Name: benzyl 3-hydroxytetradecanoate
• Synonyms: benzyl 3-hydroxytetradecanoate
• CAS NO: 88862-84-4
• Molecular Formula: C₂₁H₃₄O₃
• Molecular Weight: 334.49286
• Mol File: 88862-84-4.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: benzyl 3-hydroxytetradecanoate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl 3-hydroxytetradecanoate(88862-84-4)
• EPA Substance Registry System: benzyl 3-hydroxytetradecanoate(88862-84-4)

Safety Data

• Hazardous Substances Data: 88862-84-4(Hazardous Substances Data)

Upstream product

• 28715-21-1 (R)-3-hydroxytetradecanoic acid 
• 100-39-0 benzyl bromide 
• 112-54-9 Dodecanal 
• 76062-97-0 methyl (R)-3-hydroxytetradecanoate 
• 51758-20-4 4-undecyloxetan-2-one 
• 100-51-6 benzyl alcohol 
• 100-44-7 benzyl chloride 

Downstream Products

• 118638-59-8 1-O-acetyl-2-deoxy-4-O-diphenylphosphono-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-3-O-<(R)-3-(2,2,2-trichloroethoxycarbonyloxy)tetradecanoyl>-D-glucopyranose 
• 137600-37-4 allyl 2-deoxy-4-O-diphenylphosphono-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-3-O-<(R)-3-(2,2,2-trichloroethoxycarbonyloxy)tetradecanoyl>-α-D-glucopyranoside 
• 137600-40-9 (R)-3-(2,2,2-Trichloro-ethoxycarbonyloxy)-tetradecanoic acid (2R,3R,4R,5S,6R)-2-bromo-5-(diphenoxy-phosphoryloxy)-3-(2,2,2-trichloro-ethoxycarbonylamino)-6-(2,2,2-trichloro-ethoxycarbonyloxymethyl)-tetrahydro-pyran-4-yl ester 
• 346669-97-4 N-[(R)-3-dodecanoyloxytetradecanoyl]-L-aspartic acid α-N-{(4R)-5-(benzyloxymethoxy)-4-[(R)-3-benzyloxytetradecanoylamino]pentyl}amide β-benzyl ester 
• 253587-01-8 O-bis(phenyloxy)phosphoryl Nα-[(R)-3-dodecanoyloxytetradecanoyl] DL-homoserine N-{(4R)-5-hydroxy-4-[(R)-3-benzyloxytetradecanoylamino]pentyl}amide 
• 253586-99-1 O-bis(phenyloxy)phosphoryl N-[(R)-3-dodecanoyloxytetradecanoyl] DL-homoserine N-{(4R)-5-hydroxy-4-[(R)-3-hydroxytetradecanoylamino]pentyl}amide 
• 346670-00-6 N-[(R)-3-dodecanoyloxytetradecanoyl]-L-homoserine α-N-{(4R)-5-(benzyloxymethoxy)-4-[(R)-3-benzyloxytetradecanoylamino]pentyl}amide 
• 253586-92-4 N-[(R)-3-dodecanoyloxytetradecanoyl] O-bis(phenyloxy)phosphoryl DL-homoserine benzyl ester 
• 253587-43-8 O-bis(phenyloxy)phosphoryl N-[(R)-3-dodecanoyloxytetradecanoyl] DL-homoserine 
• 346669-80-5 N-[(R)-3-dodecanoyloxytetradecanoyl]-D-aspartic acid β-benzyl ester 
• 346669-98-5 N-[(R)-3-dodecanoyloxytetradecanoyl]-L-aspartic acid β-benzyl ester 
• 914499-86-8 benzyl (R)-3-dodecanoyloxytetradecanoate 
• 88862-85-5 benzyl (3R)-3-acetoxytetradecanoate 
• 85065-41-4 benzyl 2-<(3R)-3-acetoxytetradecanamido>-6-O-<2-<(3R)-3-acetoxytetradecanamido>-3-O-acetyl-6-O-benzyloxymethyl-2-deoxy-β-D-glucopyranosyl>-3,4-di-O-acetyl-2-deoxy-β-D-glucopyranoside 

Relevant articles and documents

Synthesis and immunobiological activity of an original series of acyclic lipid A mimics based on a pseudodipeptide backbone

Nδ-L-Homoserinyl-D-ornithinol pseudodipeptides N-acylated with typical Escherichia coli lipid A fatty acid residues and mono-O- or bis-O-phosphorylated have been prepared and their properties investigated. The derivatives carrying two phosphate groups were found to be inducers of NO production. In addition, while they were unable to induce significantly the production of interleukin-6 (IL-6) by human PBMC cells, these compounds behaved also as potent antagonists of LPS-induced IL-6 production in the same human cells system. In conclusion, the molecules described here are the first members of an original class of immunobiologically active lipid A mimics based on an acyclic pseudodipeptide backbone carrying only the essential functionalities of the parent lipid A structure (OM-174). As the products exhibit very low endotoxicity and pyrogenicity, this class of lipid A mimics therefore opens a new generation of immunoadjuvants that possibly could reach clinical applications.

Synthesis and biological activities of analogs of a lipid A biosynthetic precursor: 1-O-phosphono-oxyethyl-4'-O-phosphono-disaccharides with (R)-3-hydroxytetradecanoyl or tetradecanoyl groups at positions 2, 3, 2' and 3'

Two novel analogs of a biosynthetic precursor of lipid A (2) were synthesized. The one analog (3) has acyl groups identical to those of 2, and the other (4) has tetradecanoyl groups in place of the (R)-3-hydroxytetradecanoyl groups of 2. Both 3 and 4 poss