6087-40-7

Basic information

• Product Name: (2R,3S,4R,6S)-3,4-diacetoxy-2-(acetoxymethyl)-6-methoxytetrahydro-2H-pyran
• Synonyms: (2R,3S,4R,6S)-3,4-diacetoxy-2-(acetoxymethyl)-6-methoxytetrahydro-2H-pyran
• CAS NO: 6087-40-7
• Molecular Weight: 304.297
• Mol File: 6087-40-7.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: (2R,3S,4R,6S)-3,4-diacetoxy-2-(acetoxymethyl)-6-methoxytetrahydro-2H-pyran(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S,4R,6S)-3,4-diacetoxy-2-(acetoxymethyl)-6-methoxytetrahydro-2H-pyran(6087-40-7)
• EPA Substance Registry System: (2R,3S,4R,6S)-3,4-diacetoxy-2-(acetoxymethyl)-6-methoxytetrahydro-2H-pyran(6087-40-7)

Safety Data

• Hazardous Substances Data: 6087-40-7(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 2873-29-2 D-glucal triacetate 
• 604-69-3 β-D-glucose pentaacetate 
• 126873-07-2 methyl 3,4,6-tri-O-acetyl-2-deoxy-α/β-D-glucopyranoside 

Downstream Products

• 6752-48-3 methyl 4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 
• 506423-09-2 tert-Butyl-dimethyl-((3R,5R)-3,4,5-tris-benzyloxy-cyclohexyloxy)-silane 
• 506423-07-0 (1R,2R,3R,5S)-2,3-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-cyclohexanol 
• 506423-08-1 (1R,2R,3R,5R)-2,3-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-cyclohexanol 
• 506423-05-8 (2S,3R,5R)-2,3-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-cyclohexanone 
• 506423-06-9 (2S,3R,5S)-2,3-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-cyclohexanone 
• 506423-10-5 (3R,5R)-3,4,5-Tris-benzyloxy-cyclohexanol 
• 95639-53-5 3(R),5(R)-trihydroxycyclohexanone 
• 189758-77-8 methyl 3,4-di-O-benzyl-2-deoxy-5-methylene-α-D-xylopyranoside 

Relevant articles and documents

Ferric chloride, an anomerization catalyst for the preparation of alkyl α-glycopyranosides

Anhydrous FeCl3 in CH2Cl2 has been found to readily anomerize β-glycopyranosides to their corresponding α-anomers in good yields and selectivities at room temperatures. Acetyl- and benzoyl-protected oxygen sugars yielded the best results.

TMSBr-mediated solvent- and work-up-free synthesis of α-2-deoxyglycosides from glycals

The thio-additions of glycals were efficiently promoted by a stoichiometric amount of trimethylsilyl bromide (TMSBr) to produce S-2-deoxyglycosides under solvent-free conditions in good to excellent yields. In addition, with triphenylphosphine oxide as an additive, the TMSBr-mediated direct glycosylations of glycals with a large range of alcohols were highly α-selective.

A chiron approach to (-)-tetrahydrolipstatin

An efficient chiron approach to the total synthesis of (-)- tetrahydrolipstatin is described. The main features of the synthetic strategy, which starts from tri-O-acetyl-D-glucal, are copper-mediated C-C bond formation, Frater alkylation, and Barton-McCombie deoxygenation. Georg Thieme Verlag Stuttgart.

Synthesis of a-ring synthon of 19-nor-1alpha,25-dihydroxyvitamin D3 from (D)-glucose

The present invention provides a method for the synthesis of an A-ring synthon phosphine oxide used in the preparation of 19-nor vitamin D compounds, and to novel synthetic intermediates formed during the synthesis. The new method prepares the phosphine oxide from (D)-glucose.