119874-56-5

Basic information

• Product Name: (2R,3S,4R,6S)-4-(benzyloxy)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3-ol
• Synonyms: (2R,3S,4R,6S)-4-(benzyloxy)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3-ol
• CAS NO: 119874-56-5
• Molecular Weight: 268.31
• Mol File: 119874-56-5.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: (2R,3S,4R,6S)-4-(benzyloxy)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S,4R,6S)-4-(benzyloxy)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3-ol(119874-56-5)
• EPA Substance Registry System: (2R,3S,4R,6S)-4-(benzyloxy)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3-ol(119874-56-5)

Safety Data

• Hazardous Substances Data: 119874-56-5(Hazardous Substances Data)

Upstream product

• 63592-79-0 methyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-ribo-hexopyranoside 
• 119943-96-3 Methyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-arabino-hexopyranoside 
• 67-56-1 methanol 
• 475291-22-6 3-O-benzyl-2-deoxy-β-D-arabino-hexopyranose 
• 80667-89-6 (4aR,6S,8R,8aS)-8-(benzyloxy)-6-methoxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxine 
• 6752-48-3 (4aR,6S,8R,8aS)-6-methoxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-8-ol 
• 6087-40-7 (2R,3S,4R,6S)-3,4-diacetoxy-2-(acetoxymethyl)-6-methoxytetrahydro-2H-pyran 
• 13145-22-7 methyl 2-deoxy-α-D-glucopyranoside 
• 100-39-0 benzyl bromide 
• 93714-01-3 methyl 3-O-benzyl-α-D-mannopyranoside 
• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 6160-67-4 (D)-mannose diacetonide 
• 7757-38-2 2,3,5,6-di-O-isopropylidene-D-mannofuranose 
• 68144-11-6 1,4-anhydro-2-deoxy-5,6-O-isopropylidene-D-arabinohex-1-enitol 

Downstream Products

• 106444-95-5 Dithiocarbonic acid O-((2R,3S,4S,6R)-4-benzyloxy-6-methoxy-2-trityloxymethyl-tetrahydro-pyran-3-yl) ester S-methyl ester 
• 106444-96-6 Dithiocarbonic acid O-((2R,3S,4S,6S)-4-benzyloxy-6-methoxy-2-trityloxymethyl-tetrahydro-pyran-3-yl) ester S-methyl ester 
• 389065-68-3 (2R,4R,6S)-4-Benzyloxy-6-methoxy-2-methyl-dihydro-pyran-3-one 
• 90762-83-7 Methyl 3-O-benzyl-2,6-dideoxy-α-D-arabino-hexopyranoside 
• 107908-97-4 methyl 2,6-dideoxy-3-O-benzyl-α-D-lyxo-hexopyranoside 
• 913639-36-8 methyl 3-O-benzyl-2,4-dideoxy-α-pent-4-enopyranoside 
• 614752-28-2 (2S,4S,6S)-4-(benzyloxy)-2-[(tert-butyldimethylsiloxy)methyl]-6-methoxytetrahydro-2H-pyran 
• 87391-88-6 [(2S,4S,6S)-4-(benzyloxy)-6-methoxytetrahydro-pyran-2-yl]-methanol 
• 68711-40-0 (3S,4S)-3-hexyl-4-[(R)-2-hydroxytridecyl]-2-oxetanone 
• 104872-04-0 Orlistat 
• 925684-05-5 methyl (3S,5R)-3-(benzyloxy)-5-(methoxymethoxy)hexadecanoate 
• 925684-04-4 (4S,6R)-4-(benzyloxy)-6-undecyltetrahydro-2H-pyran-2-one 
• 925684-02-2 (2S,4S,6R)-4-(benzyloxy)-6-undecyltetrahydro-2H-pyran-2-ol 
• 925684-01-1 (2S,4S,6R)-4-(benzyloxy)-2-methoxy-6-undecyltetrahydro-2H-pyran 

Relevant articles and documents

Stereoselective epoxidation of 4-deoxypentenosides: A polarized-π model

The high facioselectivity in the epoxidation of 4-deoxypentenosides (4-DPs) by dimethyldioxirane (DMDO) correlates with a stereoelectronic bias in the 4-DPs' ground-state conformations, as elucidated by polarized-π frontier molecular orbital (PPFMO) analy

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.

Total synthesis of (+)-myriocin and (-)-sphingofungin E from aldohexoses using overman rearrangement as the key reaction

Total synthesis starting from aldohexoses of naturally occurring α-substituted α-amino acids, (+)-myriocin (1) and (-)-sphingofungin E (2), is described. Overman rearrangement of allylic trichloroacetimidate 6E derived from D-mannose effectively generated the tetrasubstituted carbon with nitrogen, and subsequent Wittig olefination afforded the highly functionalized moiety 3 of myriocin stereoselectively. Sulfone-mediated coupling reaction of the allyl bromide 3 with C12 hydrophobic part 4 successfully constructed the carbon framework possessing E-olefin 28. Removal of the sulfone and protecting groups completed the chiral and stereoselective total synthesis of (+)-myriocin (1). A similar transformation starting from D-glucose also accomplished the total synthesis of (-)-sphingofungin E (2).