91526-97-5

Basic information

• Product Name: (4S,5R)-5-benzyloxymethyl-4-bromomethyl-2,2-dimethyl-1,3-dioxolane
• Synonyms: (4S,5R)-5-benzyloxymethyl-4-bromomethyl-2,2-dimethyl-1,3-dioxolane
• CAS NO: 91526-97-5
• Molecular Weight: 315.207
• Mol File: 91526-97-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (4S,5R)-5-benzyloxymethyl-4-bromomethyl-2,2-dimethyl-1,3-dioxolane(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,5R)-5-benzyloxymethyl-4-bromomethyl-2,2-dimethyl-1,3-dioxolane(91526-97-5)
• EPA Substance Registry System: (4S,5R)-5-benzyloxymethyl-4-bromomethyl-2,2-dimethyl-1,3-dioxolane(91526-97-5)

Safety Data

• Hazardous Substances Data: 91526-97-5(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 109715-58-4 (4R)-3,4-(isopropylidenedioxy)tetrahydrofuran-2-ol 
• 73346-74-4 (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol 
• 78469-77-9 1-O-benzyl-2,3-O-isopropylidene-D-threitol 
• 37031-29-1 (+)-dimethyl-2,3-O-isopropylidene-D-tartrate 

Downstream Products

• 91526-99-7 1-((4R,5R)-5-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propane-2-one 
• 109715-57-3 (R,R)-4-benzyloxymethyl-2,2,5-trimethyl-1,3-dioxolane 
• 109613-59-4 (S)-1-(benzyloxy)but-3-en-2-ol 
• 91526-98-6 benzyl (4R,5R)-2,2-dimethyl-5-(2-methyl-1,3-dithian-2-ylmethyl)-1,3-dioxolan-4-ylmethyl ether 

Relevant articles and documents

Total synthesis of (+)-colletodiol from (S,S)-tartrate and (R)-3-hydroxybutanoate

The macrodiolide antibiotic (+)-colletodiol (7, Scheme 1) was synthesised.The configuration was thus proven to be (6R,11R,12R,14R). - Key intermediates (Schemes 9 and 10) are the two hydroxy acids 43 and 64, which were prepared from dimethyl (S,S)-tartrate in 20percent overall yield (12 steps) and from (R)-3-hydroxybutanoate in 57percent overall yield (6 steps), respectively.The two hydroxy acids were cyclised to give, after deprotection, the title compound. - Our investigations led to the production of a large number of chiral building blocks, many of them in different stereoisomeric forms.