64552-05-2

Basic information

• Product Name: (2R,4aR,6S,7R,8S,8aR)-7,8-Bis-allyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine
• Synonyms: (2R,4aR,6S,7R,8S,8aR)-7,8-Bis-allyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine
• CAS NO: 64552-05-2
• Molecular Weight: 362.423
• Mol File: 64552-05-2.mol

Chemical Properties

• CAS DataBase Reference: (2R,4aR,6S,7R,8S,8aR)-7,8-Bis-allyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4aR,6S,7R,8S,8aR)-7,8-Bis-allyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine(64552-05-2)
• EPA Substance Registry System: (2R,4aR,6S,7R,8S,8aR)-7,8-Bis-allyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine(64552-05-2)

Safety Data

• Hazardous Substances Data: 64552-05-2(Hazardous Substances Data)

Upstream product

• 106-95-6 allyl bromide 
• 3162-96-7 4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside 

Downstream Products

• 58341-69-8 methyl 2,3-di-O-allyl-6-O-benzyl-α-D-glucopyranoside 
• 3162-96-7 4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside 

Relevant articles and documents

A study of Pd(II) Cl2/CuCl catalysed Wacker reaction for the deprotection of prop-2-enyl and prop-1-enyl ethers

Pd(II)Cl2 (1 mole equivalent)/CuCl/DMF-H2O/O2/2h catalysed oxidation of various prop-2-enyl ethers 1a-12a is reported to result in the formation of Wacker ketones 1b,3b,5b,6b,9b,11b,12b (12-51%), hydrolysis products 2c,4c-7c,9c-12c (12-43%) and η2-vinyl complexes of palladium chloride 2c,4c,7c,8c (52-94%) respectively. The corresponding prop-1-enyl ethers 2e,4e-12e under similar conditions react with a catalytic amount of Pd(II)Cl2 (0.2 mole equivalent) rapidly (15-20 min.) to give exclusively hydroxy compounds 2c,4c-12c respectively in good yields (75-97%).