91526-98-6

Basic information

• Product Name: 1,3-Dithiane, 2-[[2,2-dimethyl-5-[(phenylmethoxy)methyl]-1,3-dioxolan-4-yl]methyl]-2- methyl-, (4R,5R)-
• CAS NO: 91526-98-6
• Molecular Formula: C19H28O3S2
• Molecular Weight: 368.562
• Mol File: 91526-98-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,3-Dithiane, 2-[[2,2-dimethyl-5-[(phenylmethoxy)methyl]-1,3-dioxolan-4-yl]methyl]-2- methyl-, (4R,5R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dithiane, 2-[[2,2-dimethyl-5-[(phenylmethoxy)methyl]-1,3-dioxolan-4-yl]methyl]-2- methyl-, (4R,5R)-(91526-98-6)
• EPA Substance Registry System: 1,3-Dithiane, 2-[[2,2-dimethyl-5-[(phenylmethoxy)methyl]-1,3-dioxolan-4-yl]methyl]-2- methyl-, (4R,5R)-(91526-98-6)

Safety Data

• Hazardous Substances Data: 91526-98-6(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 73346-74-4 (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol 
• 114826-50-5 (4R,5S)-4-((benzyloxy)methyl)-5-(iodomethyl)-2,2-dimethyl-1,3-dioxolane 
• 872831-93-1 (4R,5R)-4-(benzyloxymethyl)-5-(1,3-dithian-2-ylmethyl)-2,2-dimethyl-1,3-dioxolane 
• 74-88-4 methyl iodide 
• 6007-26-7 2-methyl-1,3-dithian 
• 78469-76-8 (2R,3R)-1-benzyloxy-3,4-epoxy-2-(1'-methoxy-1'-methylaethoxy)-butan 
• 91526-97-5 (4S,5R)-5-benzyloxymethyl-4-bromomethyl-2,2-dimethyl-1,3-dioxolane 
• 109715-58-4 (4R)-3,4-(isopropylidenedioxy)tetrahydrofuran-2-ol 
• 109613-51-6 (R,R)-4-benzyloxy-2,3-bis(1-ethoxyethoxy)butyl methanesulfonate 
• 109613-50-5 (R,R)-4-benzyloxy-2,3-bis(1-ethoxyethoxy)-1-butanol 
• 109613-52-7 (R,R)-4-benzyloxy-2,3-dihydroxybutyl methanesulfonate 
• 72229-13-1 (2R,3R)-1-benzyloxy-3,4-epoxy-2-butanol 
• 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 
• 872831-88-4 (4S,5R)-2,2-Dimethyl-5-(2-oxo-propyl)-[1,3]dioxolane-4-carboxylic acid (2-benzyloxy-ethyl)-(6-bromo-benzo[1,3]dioxol-5-ylmethyl)-amide 

Relevant articles and documents

Asymmetric total synthesis of the 1-epi-aglycon of the cripowellins A and B

The unusual [5.3.2]-bicyclic structure of the insecticidal Amaryllidaceae alkaloids cripowellin A (1) and B (2) has been synthesized for the first time via a sequence of Sharpless dihydroxylation, ring-closing metathesis, and intramolecular Heck reaction. The asymmetric synthesis of the 1-epi-aglycon 82 proceeds with virtually complete diastereo- and enantioselectivity (de, ee ≥ 98%) in 13 steps and an overall yield of 5.6%. In addition, three alternative approaches toward the aglycon 3 are also described focusing on (1) the alkylation of the 2-benzazepinedithianes 35 and 36 with the electrophile 11, (2) a radical cyclization of the precursor (R/S,S,S)-39, and (3) an intramolecular arylation reaction of the aryl ketone 47.

(+)-COLLETODIOL SYNTHESIS FROM (S,S)-TARTARIC ACID AND (R)-HYDROXY-BUTYRIC ACID

E-(R)-5-Hydroxy-2-hexenoic acid (4) and the acetonide of E-(4R,5R,7R)-trihydroxy-2-octenoic acid (3) are joined to give, after deprotection, (+)-colletodiol (1).The syntheses of the two hydroxy-acids from poly-(R)-3-hydroxy-butenoate (PHB) and (-)-tartaric acid, respectively, are outlined.