614752-28-2

Upstream product

• 614752-11-3 methyl 3-O-benzyl-6-O-(tert-butyldimethylsilyl)-2,4-bis-O-(methylsulfanylthiocarbonyl)-α-D-galactopyranoside 
• 925683-97-2 (2R,3S,4R,6S)-4-(benzyloxy)-2-[(tert-butyldimethylsiloxy)methyl]-6-methoxy-3-{[(methylsulfanyl)carbothioyl]oxy}tetrahydro-2H-pyran 
• 925683-96-1 (2R,3S,4R,6S)-4-(benzyloxy)-2-[(tert-butyldimethylsiloxy)methyl]-6-methoxytetrahydro-2H-pyran-3-ol 
• 6752-48-3 (4aR,6S,8R,8aS)-6-methoxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-8-ol 
• 614752-07-7 methyl-6-(tert-butyldimethylsilyloxy)-3-O-benzyl-α-D-galactopyranoside 
• 40010-11-5 methyl α-D-galactopyranoside 3-benzyl ether 
• 119874-56-5 (2R,3S,4R,6S)-4-(benzyloxy)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3-ol 
• 13145-22-7 methyl 2-deoxy-α-D-glucopyranoside 
• 80667-89-6 (4aR,6S,8R,8aS)-8-(benzyloxy)-6-methoxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxine 
• 6087-40-7 (2R,3S,4R,6S)-3,4-diacetoxy-2-(acetoxymethyl)-6-methoxytetrahydro-2H-pyran 

Downstream Products

• 87391-88-6 [(2S,4S,6S)-4-(benzyloxy)-6-methoxytetrahydro-pyran-2-yl]-methanol 
• 925683-99-4 (2S,4S,6S)-4-(benzyloxy)-2-methoxy-6-(tosyloxymethyl)tetrahydro-2H-pyran 
• 925684-01-1 (2S,4S,6R)-4-(benzyloxy)-2-methoxy-6-undecyltetrahydro-2H-pyran 
• 925684-02-2 (2S,4S,6R)-4-(benzyloxy)-6-undecyltetrahydro-2H-pyran-2-ol 
• 925684-04-4 (4S,6R)-4-(benzyloxy)-6-undecyltetrahydro-2H-pyran-2-one 
• 925684-05-5 methyl (3S,5R)-3-(benzyloxy)-5-(methoxymethoxy)hexadecanoate 
• 104872-04-0 Orlistat 
• 68711-40-0 (3S,4S)-3-hexyl-4-[(R)-2-hydroxytridecyl]-2-oxetanone 
• 114976-68-0 (2S,4S,6S)-4-Benzyloxy-6-methoxy-tetrahydro-pyran-2-carbaldehyde 
• 614752-14-6 methyl 3-O-benzyl-2,4,6-trideoxy-α-D-threo-hept-6-ynopyranoside 

Relevant academic research and scientific papers

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.

Substituent effects on the SmI2/Pd(0)-promoted carbohydrate ring-contraction of 5-alkynylpyranosides

The effect of substituents on the reactivity and stereoselectivity of the SmI2/Pd(0)-promoted ring-contraction of 5-alkynylpyranosides has been examined using substrates substituted only at selected positions. While formation of 2-ethynylcyclopentanols takes place efficiently, an internal alkyne did not afford the expected product. The presence of peripheral alkoxy substituents leads to variable stereoselectivities that depend on the number and orientation of such groups. Thus, an isolated OBn substituent at C(3) (carbohydrate numbering) exerts a significant stereochemical control while additional substitution with the same group at C(4) either enhances or drastically reduces stereoselectivity depending on its orientation (α or β, respectively).