333956-92-6

Basic information

• Product Name: 1,3-Dioxane-4-methanol, 2-(4-methoxyphenyl)-5,5-dimethyl-, (2R,4R)-
• CAS NO: 333956-92-6
• Molecular Formula: C14H20O4
• Molecular Weight: 252.31
• Mol File: 333956-92-6.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1,3-Dioxane-4-methanol, 2-(4-methoxyphenyl)-5,5-dimethyl-, (2R,4R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dioxane-4-methanol, 2-(4-methoxyphenyl)-5,5-dimethyl-, (2R,4R)-(333956-92-6)
• EPA Substance Registry System: 1,3-Dioxane-4-methanol, 2-(4-methoxyphenyl)-5,5-dimethyl-, (2R,4R)-(333956-92-6)

Safety Data

• Hazardous Substances Data: 333956-92-6(Hazardous Substances Data)

Upstream product

• 599-04-2 (R)-Pantolacton 
• 2186-92-7 p-Anisaldehyde dimethyl acetal 
• 60856-63-5 (2R)-(-)-3,3-dimethylbutane-1,2,4-triol 

Downstream Products

• 615585-11-0 (2R,4R)-2-(4-methoxyphenyl)-5,5-dimethyl-4-benzyloxymethyl-1,3-dioxane 
• 1252660-28-8 C₂₆H₄₂O₅Si 
• 1252660-27-7 C₂₃H₃₆O₄Si 
• 1252660-34-6 C₁₇H₂₂O₄ 
• 1207475-03-3 [(2R,4R)-2-(4-methoxyphenyl)-5,5-dimethyl-1,3-dioxan-4-yl]methyl 4-nitrobenzoate 
• 253663-02-4 (2R,3R,5R,6S,7S*,8R)-2,6-Dibenzyloxy-3-(tert-butyldimethylsiloxy)-7-hydroxy-5-(p-methoxybenzyloxy)-4,4,8-trimethylcyclooctanone 
• 333956-95-9 (4R,5R,7R,8S)-4,8-bis(benzyloxy)-5,9-bis(t-butyldimethylsiloxy)-2,2-dichloro-7-(4-methoxybenzyloxy)-6,6-dimethylnonan-3-ol 
• 198711-92-1 (2R,3R,5R,6S,7S,8R)-2,6-bis(benzyloxy)-3-(t-butyldimethylsiloxy)-7-hydroxy-5-(4-methoxybenzyloxy)-4,4,8-trimethylcyclooctanone 
• 299939-00-7 (2R,3R,5R,6S,7R,8R)-2,6-bis(benzyloxy)-3-(t-butyldimethylsiloxy)-7-hydroxy-5-(4-methoxybenzyloxy)-4,4,8-trimethylcyclooctanone 
• 253662-96-3 (4R,5R,7R,8S)-4,8-bis(benzyloxy)-5,9-bis(t-butyldimethylsiloxy)-2,2-dichloro-7-(4-methoxybenzyloxy)-6,6-dimethylnonan-3-one 
• 253662-98-5 (4R,5R,7R,8S)-4,8-bis(benzyloxy)-5,9-bis(t-butyldimethylsiloxy)-2-chloro-7-(4-methoxybenzyloxy)-6,6-dimethylnonan-3-one 
• 333956-98-2 (4R,5R,7R,8S)-4,8-bis(benzyloxy)-5-(t-butyldimethylsiloxy)-2-chloro-9-hydroxy-7-(4-methoxybenzyloxy)-6,6-dimethylnonan-3-one 
• 253663-00-2 (2R,3R,5R,6R)-2,6-bis(benzyloxy)-5-(tert-butyldimethylsiloxy)-8-chloro-3-(4-methoxybenzyloxy)-4,4-dimethyl-7-oxononanal 
• 253662-88-3 (2R,4R)-2-(4-methoxyphenyl)-5,5-dimethyl-4-[(1S)-1-benzyloxy-2-(t-butyldimethylsiloxy)ethyl]-1,3-dioxane 

Relevant articles and documents

A gold-catalyzed alkyne-diol cycloisomerization for the synthesis of oxygenated 5,5-spiroketals

A highly efficient synthesis of oxygenated 5,5-spiroketals was performed towards the synthesis of the cephalosporolides. Gold(I) chloride in methanol induced the cycloisomerization of a protected alkyne triol with concomitant deprotection to give a strate

A striking exception to the chelate model for acyclic diastereocontrol: Efficient access to a versatile propargyl alcohol for chemical synthesis

The four-step, asymmetric synthesis of a chiral propargyl alcohol 1 from (R)-pantolactone is described. A key feature of the synthesis is a diastereoselective acetylide addition to a chiral α-alkoxy-aldehyde 7, in which unusual Felkin selectivity is obser

An effective method for the preparation of chiral polyoxy 8-membered ring enone corresponding to the B ring of taxol

An effective method for the preparation of 8-membered ring enone, (4S,5R,7R,8R)-4,8-bis(benzyloxy)-7-(t-butyldimethylsiloxy)-5- (4-methoxybenzyloxy)-2,6,6-trimethylcyclooct-2-enone (1), in sufficient quantities was developed. Optically active trioxy aldehyde, (3R,4S)-4-benzyloxy-5-(t-butyldimethylsiloxy)-3-(4-methoxybenzyloxy)- 2,2-dimethylpentanal (3), was prepared first by diastereoselective dihydroxylation of (2R,4S)-2-(4-methoxyphenyl)-5,5-dimethyl-4-vinyl-1,3-dioxane derived from D-pantolactone. Next, 8-chloro-7-oxoaldehyde, (2R,3R,5R,6R)-2,6-bis(benzyloxy)-5-(t-butyldimethylsiloxy)-8-chloro-3- (4-methoxybenzyloxy)-4,4-dimethyl-7-oxononanal (30), was newly synthesized by the following reactions: i) MgBr2·OEt2-mediated diastereoselective aldol reaction of the aldehyde 3 with (Z)-2-benzyloxy-1-methoxy-1-(trimethylsiloxy)ethene and ii) reaction of methyl (2R,3R,5R,6S)-2,6-bis(benzyloxy)-3,7-bis(t-butyldimethylsiloxy)-5- (4-methoxybenzyloxy)-4,4-dimethylheptanoate with 1,1-dichloroethyllithium, followed by successive reductive dehalogenation of thus formed 1,1-dichloroethyl ketone with 1,1-dichloroethyllithium. Then, the chiral 8-chloro-7-oxoaldehyde 30 was converted to the 8-membered ring enone 1 by SmI2-mediated aldol cyclization.