17618-04-1

Basic information

• Product Name: 2,5-di-O-benzyl-D-mannitol
• Synonyms: 2,5-di-O-benzyl-D-mannitol
• CAS NO: 17618-04-1
• Molecular Weight: 362.423
• Mol File: 17618-04-1.mol

Chemical Properties

• CAS DataBase Reference: 2,5-di-O-benzyl-D-mannitol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-di-O-benzyl-D-mannitol(17618-04-1)
• EPA Substance Registry System: 2,5-di-O-benzyl-D-mannitol(17618-04-1)

Safety Data

• Hazardous Substances Data: 17618-04-1(Hazardous Substances Data)

Upstream product

• 99096-86-3 1,3:4,6-di-O-benzylidene-2,5-di-O-benzyl-D-Mannitol 
• 10300-97-7 1,3;4,6-di-O-methylene-D-mannitol 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 
• 61490-28-6 1,3:4,6-di-O-benzylidene-D-mannitol 
• 69-65-8 mannitol 
• 28224-73-9 1,3:4,6-di-O-benzylidene-D-mannitol 
• 114978-02-8 2,5-di-O-benzyl-1,3(R):4,6(R)-di-O-benzylidene-D-mannitol 
• 17618-03-0 O²,O⁵-dibenzyl-O¹,O³;O⁴,O⁶-dimethanediyl-D-mannitol 

Downstream Products

• 76227-09-3 (R)-2-benzyloxy-3-hydroxy-propionaldehyde 
• 17618-05-2 (R)-3,3-bis-ethylsulfanyl-2-benzyloxy-propan-1-ol 
• 153560-86-2 (2S,3S,4S,5S)-2,5-Bis-benzyloxy-1,6-dimercapto-hexane-3,4-diol 
• 114934-96-2 2,5-di-O-benzyl-1,6-bis-O-(2,2-dimethyl-propionyl)-D-mannitol 
• 90126-86-6 2,5-di-O-benzyl-1,6-di-O-trityl-D-mannitol 
• 114934-97-3 1,6-di-O-benzoyl-2,5-di-O-benzyl-D-mannitol 
• 99112-28-4 (2R,3S,4S,5R)-2,5-Bis-benzyloxy-1,6-bis-(tert-butyl-dimethyl-silanyloxy)-hexane-3,4-diol 
• 114934-99-5 2,5-di-O-benzyl-1,6-bis-O-(toluene-4-sulfonyl)-D-mannitol 
• 114934-98-4 2,5-di-O-benzyl-1,6-bis-O-tert-butyldiphenylsilanyl-D-mannitol 
• 114935-05-6 2,5-di-O-benzyl-1,6-di-O-hexadecyl-D-mannitol 
• 220446-52-6 2,5-dibenzyl-1,6-dilauroyl-D-mannitol 
• 13383-07-8 (S)-2-O-benzyl-3-O-tritylglycerol aldehyde 
• 114935-28-3 (R)-2-benzyloxy-3-tert-butyldiphenylsilanyloxy-propan-1-ol 
• 322468-27-9 ((S)-2-O-benzyl-glyceryl)-2-bromoethyl-methylphosphate 

Relevant articles and documents

Drug-phospholipid conjugates as potential prodrugs: Synthesis, characterization, and degradation by pancreatic phospholipase A2

The aim of the present study was the synthesis of phospholipids containing a drug molecule instead of a fatty acid. Valproic acid and ibuprofen served as model compounds. The target molecules were synthesized either starting from sn-glycero-3-phosphocholi

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

N-(ω,(ω-1)-dialkyloxy)- and N-(ω,(ω-1)-dialkenyloxy)-alk-1-yl-N,N,N-tetrasubstituted ammonium lipids and uses therefor

This invention relates to compounds of the formula STR1 or an optical isomer thereof wherein R1 and R2 are the same or different and are an alkyl or alkenyl group of 6 to 24 carbon atoms; R3, R4 and R5 are the same or different and are alkyl of 1 to 8 carbon atoms, aryl, aralkyl of 7 to 11 carbon atoms, or when two or three of R3, R4, and R5 are taken together to form quinuclidino, piperidino, pyrrolidino, or morpholino; n is 1 to 8; and X is a pharmaceutically acceptable anion.

Chelation- and Non-Chelation-Controlled Additions to 2-O-Benzyl-3-O-(tert-butyldimethylsilyl)glyceraldehyde

2-O-Benzyl-3-O-(tert-butyldimethylsilyl)glyceraldehyde, prepared from 1,3:4,5-di-O-benzylidenemannitol, undergoes chelation- or non-chelation-controlled Grignard-type and aldol additions, depending upon the nature of the organometallic reagent used (TiCl4/Me2Zn, TiCl4/allylsilane, SnCl4/enol silane, RTi(OCHMe2)3, and BF3/allylsilane).