99096-86-3

Basic information

• Product Name: 1,3:4,6-di-O-benzylidene-2,5-di-O-benzyl-D-Mannitol
• Synonyms: 1,3:4,6-di-O-benzylidene-2,5-di-O-benzyl-D-Mannitol
• CAS NO: 99096-86-3
• Molecular Weight: 538.64
• Mol File: 99096-86-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1,3:4,6-di-O-benzylidene-2,5-di-O-benzyl-D-Mannitol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3:4,6-di-O-benzylidene-2,5-di-O-benzyl-D-Mannitol(99096-86-3)
• EPA Substance Registry System: 1,3:4,6-di-O-benzylidene-2,5-di-O-benzyl-D-Mannitol(99096-86-3)

Safety Data

• Hazardous Substances Data: 99096-86-3(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 69-65-8 mannitol 
• 28224-73-9 1,3:4,6-di-O-benzylidene-D-mannitol 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 608-66-2 D-galactitol 
• 5349-07-5 D-O¹,O³;O⁴,O⁶-((R,S)-dibenzylidene)-galactitol 

Downstream Products

• 99096-96-5 (3S,4R)-4-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-pentanoic acid methyl ester 
• 99096-95-4 (3R,4R)-4-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-pentanoic acid methyl ester 
• 99096-89-6 (2R,3R)-2-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-hex-5-en-3-ol 
• 99112-28-4 (2R,3S,4S,5R)-2,5-Bis-benzyloxy-1,6-bis-(tert-butyl-dimethyl-silanyloxy)-hexane-3,4-diol 
• 98944-53-7 (S)-2-O-benzyl-3-O-(tert-butyldimethylsilyl)-D-glyceraldehyde 
• 166102-97-2 3-O-hexadecyl-2-O-benzyl-D-glyceraldehyde dimethylacetal 
• 166102-94-9 3-O-allyl-2-O-benzyl-D-glyceraldehyde dimethylacetal 
• 91326-84-0 1-O-hexadecyl-2-O-benzyl-sn-glycero-3-phosphocholine 
• 84415-89-4 (S)-2-benzyloxy-3-hexadecyloxy-propan-1-ol 
• 89157-42-6 1-O-hexadecyl-2-O-benzyl-D-glyceraldehyde 
• 76227-09-3 (R)-2-benzyloxy-3-hydroxy-propionaldehyde 
• 94926-01-9 2-O-benzyl-D-glyceraldehyde dimethylacetal 
• 20196-69-4 1,2,5,6-tetra-O-benzyl-D-mannitol 
• 17618-04-1 2,5-di-O-benzyl-D-mannitol 

Relevant articles and documents

New 3-O-lauroyl-2-O-benzyl-glycerol sulfonate

The hydroxy groups of D-mannitol were protected by the formation of acetals and benzylethers and then 2-O-benzyl-D-glyceraldehyde dimethylacetal was prepared after the deprotection and oxygenolysis of the protected D-mannitol. In the presence of DCC and D

New optically pure dimethylacetals of glyceraldehydes and their application for lipid and phospholipid synthesis

A convenient synthesis of new and enantiometrically pure 2-O-protected D-glyceraldehyde dimethylacetals as chiral C-3 building blocks for the synthesis of lipids and phospholipids is described.Benzyl- or allylethers are used as protecting groups in position 2 and 5 of D-mannitol.These intermediates are converted to 2-O-benzyl- or 2-O-alkyl-D-glyceraldehyde dimethylacetals by cleavage with periodic acid in methanol.The two dimethylacetals are useful for the synthesis of mixed chain phospholipids with natural configuration of ester-ester, ester-ether or ether-ether composition.Also, triglycerides with three different alkyl chains, ester of ether, can be prepared.As an example of the varsatility of the new intermediates, we describe the synthesis of 1-O-hexadecyl-2-O-acetyl-sn-glycero-3-phosphocho;ine, the so-called 'platelet activating factor' (PAF), via 1-O-hexadecyl-2-O-benzyl-sn-glycerol. Keywords: Synthetic phospholipids; PAF; Phospholipid analogues; Synthesis; Chiral pool; Glyceraldehyde; C-3 building blocks; Optical purity