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

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

Synthesis of C2-symmetric guanidino-sugars as potent inhibitors of glycosidases

A series of enantiomerically pure C2-Symmetric guanidino-sugars was synthesized from D-mannitol. The first method described involves direct opening of a bis-epoxide by guanidine, whereas the second one deals with a mercury-catalyzed transformation of a cyclic thiourea into a N,N',N'- trisubstituted guanidine as a key step. The biological activity of these compounds towards several glycosidases has been evaluated. One of them (5) was found to selectively inhibit α-L-fucosidase of bovin kidney (2.8 μM). (C) 2000 Elsevier Science Ltd.