120693-81-4

Basic information

• Product Name: (3aS,5S,6R,6aS)-6-(benzyloxy)-5-((benzyloxy)dimethyl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxole
• Synonyms: (3aS,5S,6R,6aS)-6-(benzyloxy)-5-((benzyloxy)dimethyl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxole
• CAS NO: 120693-81-4
• Molecular Weight: 370.445
• Mol File: 120693-81-4.mol

Chemical Properties

• CAS DataBase Reference: (3aS,5S,6R,6aS)-6-(benzyloxy)-5-((benzyloxy)dimethyl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxole(CAS DataBase Reference)
• NIST Chemistry Reference: (3aS,5S,6R,6aS)-6-(benzyloxy)-5-((benzyloxy)dimethyl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxole(120693-81-4)
• EPA Substance Registry System: (3aS,5S,6R,6aS)-6-(benzyloxy)-5-((benzyloxy)dimethyl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxole(120693-81-4)

Safety Data

• Hazardous Substances Data: 120693-81-4(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 114861-22-2 1,2-O-isopropylidene-α-L-xylofuranose 
• 87-72-9 L-xylopyranose 
• 41546-31-0 L-xylose 
• 131156-47-3 (3aS,3bR,7aS,8aS)-2,2,5,5-tetramethyltetrahydro-3aH-[1,3]dioxolo[4',5':4,5]furo[3,2-d][1,3]dioxane 
• 87-72-9 L-(-)-xylose 
• 100-44-7 benzyl chloride 

Downstream Products

• 100937-52-8 1,4-dideoxy-1,4-imino-D-arabitol 
• 909801-43-0 2,3,5-tri-O-benzyl-1,4-benzylimino-1,4-dideoxy-D-arabinitol 
• 474799-78-5 N-benzyl-3,4,6-tri-O-benzyl-2,5-dideoxy-2,5-imino-D-mannitol 
• 1528732-03-7 C₄₁H₄₁NO₃ 
• 59920-31-9 2,5-dideoxy-2,5-imino-D-mannitol 
• 1528732-02-6 C₂₇H₃₁NO₄ 
• 1528732-01-5 C₂₆H₂₉NO₃ 
• 1528731-97-6 C₃₄H₃₇NO₄ 
• 102487-48-9 3-((4R,5S,6S)-5-Benzyloxy-6-benzyloxymethyl-[1,3]dioxan-4-yl)-pentanedioic acid dimethyl ester 

Relevant articles and documents

METHOD FOR PRODUCING THIOLANE SKELETON-TYPE GLYCOCONJUGATE, AND THIOLANE SKELETON-TYPE GLYCOCONJUGATE

PROBLEM TO BE SOLVED: To provide a simplified method for producing a synthetic intermediate of a thionucleoside in high yield under a moderate condition by a reaction to form a thiolane ring. SOLUTION: The present invention relates to a method for produci

Diastereoselective concise syntheses of the polyhydroxylated alkaloids DMDP and DAB

A diastereoselective concise synthesis of the iminosugars DMDP and DAB is presented starting from l-xylose and affording the two alkaloids in good yields of 35% and 22% over seven and eight steps, respectively. The Petasis borono-Mannich reaction of 3,5-di-O-benzyl-l-xylofuranose with benzylamine and (E)-styrylboronic acid served as the nitrogen-introducing key step furnishing the new C-N bond in an entirely diastereoselective manner. A chemo- and regioselective O-mesylation followed by an intramolecular SN2- cyclisation allowed the formation of the pyrrolidine ring. Ozonolysis of the styryl double bond and subsequent reduction to form the C-5 hydroxymethyl substituent followed by hydrogenolysis of the benzyl protecting groups concluded the DMDP synthesis. Furthermore, an unexpected fragmentation process during the ozonolysis reaction also gave access to the C-5 decarbinolated DMDP derivative DAB.

EFFICIENT SYNTHESIS AND ANTITUMOR ACTIVITY OF AN ENANTIOMERIC PAIR OF THE SESBANIMIDE AB-RING SYSTEMS

An enantiomeric pair of the fully unprotected AB-ring systems of sesbanimide A (1), a potent antitumor alkaloid, was efficiently synthesized from readily available D- and L-xylose.Examination on their in vitro antitumor activity clearly disclosed that the AB-ring system only made a small contribution to the notable cytotoxicity of 1.