53754-41-9

Basic information

• Product Name: 1,6-di-O-(p-toluenesulfonyl)-3,4-O-isopropylidene-D-mannitol
• Synonyms: 1,6-di-O-(p-toluenesulfonyl)-3,4-O-isopropylidene-D-mannitol
• CAS NO: 53754-41-9
• Molecular Weight: 530.617
• Mol File: 53754-41-9.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: 1,6-di-O-(p-toluenesulfonyl)-3,4-O-isopropylidene-D-mannitol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,6-di-O-(p-toluenesulfonyl)-3,4-O-isopropylidene-D-mannitol(53754-41-9)
• EPA Substance Registry System: 1,6-di-O-(p-toluenesulfonyl)-3,4-O-isopropylidene-D-mannitol(53754-41-9)

Safety Data

• Hazardous Substances Data: 53754-41-9(Hazardous Substances Data)

Upstream product

• 3969-59-3 mannitol triacetonide 
• 98-59-9 p-toluenesulfonyl chloride 
• 3969-84-4 3,4-di-O-isopropylidene-D-mannitol 
• 69-65-8 mannitol 

Downstream Products

• 1096364-57-6 C₂₃H₃₀O₄S₂ 
• 97579-27-6 C₃₇H₄₆O₆ 
• 97579-31-2 C₃₇H₅₀O₆ 
• 97579-33-4 C₃₄H₄₆O₆ 
• 109075-02-7 1,2,5,6-tetradeoxy-1,6-dimethyl-2,5-bis-3,4-O-(1-methylethylidene)-L-iditol 
• 97579-26-5 C₂₅H₃₀O₆ 
• 97579-30-1 C₂₂H₂₆O₆ 
• 109075-03-8 1,2,5,6-tetradeoxy-1,6-dimethyl-2,5-bis-L-iditol 
• 109075-07-2 (2S,3R,4R,5S) 1,2:5,6-N-tosyldiimino-3,4-O-isopropylidenehexanediol 
• 109075-06-1 (S)-2-((4R,5R)-2,2-dimethyl-5-((S)-1-tosylaziridin-2-yl)-1,3-dioxolan-4-yl)-1-tosyl-aziridine 
• 109107-29-1 (2S,3R,4R,5S) 1,2:5,6-N-benzyldiimino-3,4-O-isopropylidenehexanediol 
• 109074-99-9 (2S,3R,4R,5S) 1,2:5,6-N-benzyldiimino-3,4-O-isopropylidenehexanediol 
• 74044-76-1 1,6-dideoxy-3,4-O-isopropylidene-D-mannitol 2,5-di-p-toluenesulfonate 
• 171524-74-6 1,6-dideoxy-D-mannitol 2,5-di-p-toluenesulfonate 

Relevant articles and documents

An efficient, one-pot synthesis of fosfomycin dialkyl esters from (R)-2-tosyloxypropanal

(R)-2-Tosyloxypropanal (4) was prepared from D-mannitol in a 7-step sequence (51% overall yield). Addition of dialkyl phosphonates to 4 in the presence of titanium isopropoxide and the subsequent treatment with DBU stereoselectively afforded, in one-pot, fosfomycin dimethyl (5a) and dibenzyl (5b) esters both in 58% isolated yield.

Asymmetric catalysis based on chiral phospholanes and hydroxyl phospholanes

Chiral phosphine ligands derived from chiral natural products including D-mannitol and tartaric acid. The ligands contain one or more 5-membered phospholane rings with multiple chiral centers, and provide high stereoselectivity in asymmetric reactions.

Highly Flexible Synthetic Routes to Functionalized Phospholanes from Carbohydrates

Highly functionalized phospholanes 15, 17, and 26 and the corresponding diastereomers in which the configurations of the phospholane carbon-2 and carbon-5 are inverted can be readily prepared from D-mannitol by displacement of the appropriate dimesylate or cyclic sulfate with dilithium-phosphide reagents. The diols from which these ligands are prepared can also be converted into diarylphosphinite ligands. A route to related monophosphines bearing hemilabile tert-butylthio groups is also described. Complexes of these ligands and of related deprotected derivatives are potentially useful for enantioselective catalysis in organic and aqueous media.