143517-08-2

Upstream product

• 117112-62-6 (2R,3R)-cis-1,3-O-benzylidene-1,2,3-octadec-4-enetriol 
• 114275-39-7 (2R,3R,4E)-1,3-benzylidene-4-octadecene-1,2,3-triol 
• 116447-99-5 (2S,3R,4E)-1,3-benzylidene-2-(hexadecanoylamido)-4-octadecene-1,3-diol 
• 57-10-3 1-hexadecylcarboxylic acid 
• 124313-98-0 (2R,3R,4E)-1,3-benzylidene-2-methanesulfonyl-4-octadecene-1,2,3-triol 
• 114275-40-0 (2R,3R)-trans-2-azide-1,3-O-benzylidene-1,3-octadec-4-enediol 
• 117112-63-7 (2S,3R,4E)-2-amino-1,3-benzylidene-4-octadecene-1,3-diol 
• 1492-30-4 4-nitrophenyl palmitate 
• 123-78-4 (2S,3R,4E)-2-amino-4-octadecene-1,3-diol 
• 761407-90-3 [1-(tert-butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-benzyloxy)-but-3-enyl]-carbamic acid 9H-fluoren-9-ylmethyl ester 
• 761407-83-4 Benzoic acid (2S,3S)-3-azido-4-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-butyl ester 
• 761407-84-5 (2S,3S)-3-Azido-4-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-butyraldehyde 
• 761407-97-0 Hexadecanoic acid [(E)-(1S,2R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-benzyloxy)-heptadec-3-enyl]-amide 
• 4201-58-5 (2S,3R,4E)-2-(hexadecanoylamido)-4-octadecene-1,3-diol 

Downstream Products

• 94069-99-5 Benzoic acid (E)-(R)-1-[(S)-1-hexadecanoylamino-2-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-ethyl]-hexadec-2-enyl ester 
• 124338-03-0 Benzoic acid (E)-(R)-1-[(S)-2-((2S,3aR,5R,6S,7S,7aR)-6,7-diacetoxy-5-acetoxymethyl-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-2-yloxy)-1-hexadecanoylamino-ethyl]-hexadec-2-enyl ester 
• 94069-99-5 (2S,3R)-N-palmitoyl-3-O-benzoyl-1-O-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)-D-sphingosine 
• 34324-89-5 (2S,3R,4E)-1-(β-D-galactopyranosyloxy)-2-(hexadecanoylamino)-3-hydroxyoctadec-4-ene 
• 74365-77-8 glucosylceramide 
• 94069-99-5 Benzoic acid (E)-(R)-1-[(S)-1-hexadecanoylamino-2-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-ethyl]-hexadec-2-enyl ester 
• 4201-55-2 (2S,3R,4E)-3-benzoyl-2-(hexadecanamido)-4-octadecene-1,3-diol 
• 4201-58-5 (2S,3R,4E)-2-(hexadecanoylamido)-4-octadecene-1,3-diol 
• 143517-09-3 Benzoic acid (E)-(R)-1-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-1-hexadecanoylamino-ethyl]-hexadec-2-enyl ester 

Relevant academic research and scientific papers

Sphingomyelin analogues and a process for preparation thereof

A sphingomyelin analog represented by the following formula wherein R1 is C1-20 alkyl group, R2 is C1-20 alkyl group, aryl group or C1-6 alkyl group substituted by aryl group, and Z is photoaffinity-l

Sphingolipid synthesis via olefin cross metathesis: Preparation of a differentially protected building block and application to the synthesis of D-erythro-ceramide

(Equation Presented) The sphingolipid backbone is readily assembled by E-selective olefin cross metathesis of a suitable building block.

Syntheses of two pairs of enantiomeric C18-sphingosines and a palmitoyl analogue of gaucher spleen glucocerebroside

Sixteen kinds of chiral C4-epoxides [(-)-10a-d,(+)-10a-d,(-)-11a-d,(+)-11a-d], which are synthons in our synthetic strategy for complex lipids, have been prepared from (2Z)-2-butene-1,4-diol (6) by employing a Sharpless asymmetric epoxidation. By using the chiral C4-epoxides [(+)-10a,(-)-10a,(-)-11a,(+)-11a] as starting compounds, two pairs of enantiomeric (D-erythro, L-erythro, D-threo, and L-threo)-C18-sphingosines (1, 2, 3, 4) have been synthesized via a regioselective ring-opening of the epoxide ring with azide anion followed by reduction of the azide group to an amino group and a Wittig reaction. Furthermore, D-erythro-C18-sphingosine (1) has been converted to a palmitoyl analogue (5a) of Gaucher spleen glucocerebroside (5) through a reaction pathway including successive condensations with palmitic acid and D-glucose.

SYNTHESES OF D-ERYTHRO-1-DEOXYDIHYDROCERAMIDE-1-SULFONIC ACID AND PHOSPHONOSPHINGOGLYCOLIPID FOUND IN MARINE ORGANISM VIA A COMMON PRECURSOR

D-Erythro-1-deoxydihydroceramide-1-sulfonic acid, isolated from alkali-stable hydrogenated lipids in a non-photosynthetic marine diatom, Nitzschia alba, and (2S,3R)-N-palmitoyl-1-O--β-D-galactopyranosyl>-D-sphingosine, found in marine snail Turbo cornutus were synthesized via a common precursor (10) starting from galactose.