925684-05-5

Upstream product

• 107-30-2 chloromethyl methyl ether 
• 1391710-82-9 C₂₅H₄₂O₅ 
• 74-88-4 methyl iodide 
• 100-39-0 benzyl bromide 
• 614752-28-2 (2S,4S,6S)-4-(benzyloxy)-2-[(tert-butyldimethylsiloxy)methyl]-6-methoxytetrahydro-2H-pyran 
• 119874-56-5 (2R,3S,4R,6S)-4-(benzyloxy)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3-ol 
• 6087-40-7 (2R,3S,4R,6S)-3,4-diacetoxy-2-(acetoxymethyl)-6-methoxytetrahydro-2H-pyran 
• 6752-48-3 (4aR,6S,8R,8aS)-6-methoxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-8-ol 
• 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 
• 925683-99-4 (2S,4S,6S)-4-(benzyloxy)-2-methoxy-6-(tosyloxymethyl)tetrahydro-2H-pyran 
• 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 

Downstream Products

• 104872-04-0 Orlistat 
• 68711-40-0 (3S,4S)-3-hexyl-4-[(R)-2-hydroxytridecyl]-2-oxetanone 

Relevant academic research and scientific papers

Formal synthesis of tetrahydrolipstatin and tetrahydroesterastin

A versatile and efficient approach to (3S,5R)-methyl 3-(benzyloxy)-5- (methoxymethoxy)hexadecanoate, a key chiral building block and a common polyol fragment of the anti-tumor and anti-obesity agents tetrahydrolipstatin 3 and tetrahydroesterastin 4 using both hydrolytic kinetic resolution (HKR) and proline catalyzed sequential α-aminoxylation, followed by HWE-olefination reaction is described.

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.