85325-92-4

Basic information

• Product Name: 1,2:3,4-di-O-isopropylidene-6-O-p-toluenesulfonyl-D-mannitol
• Synonyms: 1,2:3,4-di-O-isopropylidene-6-O-p-toluenesulfonyl-D-mannitol
• CAS NO: 85325-92-4
• Molecular Weight: 416.493
• Mol File: 85325-92-4.mol

Chemical Properties

• CAS DataBase Reference: 1,2:3,4-di-O-isopropylidene-6-O-p-toluenesulfonyl-D-mannitol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2:3,4-di-O-isopropylidene-6-O-p-toluenesulfonyl-D-mannitol(85325-92-4)
• EPA Substance Registry System: 1,2:3,4-di-O-isopropylidene-6-O-p-toluenesulfonyl-D-mannitol(85325-92-4)

Safety Data

• Hazardous Substances Data: 85325-92-4(Hazardous Substances Data)

Upstream product

• 98-88-4 benzoyl chloride 
• 38145-93-6 1,2:3,4-di-O-isopropylidene-D-mannitol 
• 3969-59-3 mannitol triacetonide 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 148324-10-1 7-benzyloxy-(2R)-hydroxy-(3R,4R)-isopropylidenedioxy-(5R)-p-methoxyphenylmethoxy-1-triphenylmethoxyheptane 
• 151263-85-3 7-O-benzyl-6-deoxy-3,4-O-isopropylidene-1-O-triphenylmethyl-D-xyloheptulose 
• 148324-09-8 7-benzyloxy-1,(2R):(3R,4R)-diisopropylidenedioxy-(5R)-p-methoxyphenylmethoxyheptane 
• 148324-08-7 1,(2R):(3R,4R)-diisopropylidenedioxy-(5R)-p-methoxyphenylmethoxy-7,7-propylenedithioheptane 
• 148324-17-8 7-benzyloxy-1,(2R)-dihydroxy-(3R,4R)-isopropylidenedioxy-(5R)-p-methoxyphenylmethoxyheptane 
• 148324-16-7 1,(2R):(3R,4R)-diisopropylidenedioxy-7-hydroxy-(5R)-p-methoxyphenylmethoxyheptane 
• 148324-15-6 1,(2R):(3R,4R)-diisopropylidenedioxy-6-formyl-(5R)-p-methoxyphenylmethoxyheptane 
• 198706-76-2 7-O-benzyl-6-deoxy-D-xyloheptulose 

Relevant articles and documents

New route to 3-deoxy-2-ulosonic acids; total synthesis of KDO and KDN

Syntheses of KDO and KDN by alkylation of 2-alkoxy-2-cyanoacetate anion, an acyl anion equivalent of alkyl glyoxylate, with a sugar-derived iodide and triflate are described.

Stereoselective Total Synthesis of (+)-Anamarine and 8- epi -(-)-Anamarine from D-Mannitol

Stereoselective total synthesis of (+)-anamarine and the first synthesis of 8-epi-(-)-anamarine, its nonnatural diastereomer, were achieved from readily available d-mannitol. The key reactions involved were asymmetric dihydroxylation, cross-metathesis and ring-closing metathesis reactions. The approach is adoptable advantageously for the diversity-oriented synthesis of several related classes of natural products.

Stereoselective synthesis of (3S,8R,9R,10R)-heptadeca-1-ene-4,6-diyne tetrol and its 3-epimer from D-mannitol

(3S,8R,9R,10R)-Heptadeca-1-ene-4,6-diyne tetrol and its 3-epimer were synthesized, and it was found that the relative configuration which was proposed for 1 was incorrect. Georg Thieme Verlag Stuttgart.

Control of regioselectivity in reactions of dialkylstannylene acetals. Part I. A dramatic reversal of regioselectivity in mono-p-toluenesulfonation reactions

The regioselectivities of p-toluenesulfonation reactions of dialkylstannylene acetals obtained from a number of carbohydrate-derived terminal 1,2-diols in the absence of added nucleophiles have been explored as functions of the carbohydrate structure, the

Inversion of regioselectivity in reactions of diols through the use of hexamethylenestannylene acetals as intermediates

Hexamethylenestannylene acetals obtained from a variety of carbohydrate-derived terminal 1,2-diols give good to excellent regioselectivity for tosylation at the secondary oxygen. In contrast, non-cyclic dialkylstannylene acetals react mainly at the primary oxygen. These results are attributed to the greater stability of the dominant stannylene acetal dimers for hexamethylenestannylene acetals.