321146-13-8

Basic information

• Product Name: 4,4'-Methylene-di[(1R,1'S,2S,2'R,6S,6'R)-6-acetoxy-2-chlorocyclohept-3-en-1-yl] bis(para-methoxybenzoate)
• Synonyms: 4,4'-Methylene-di[(1R,1'S,2S,2'R,6S,6'R)-6-acetoxy-2-chlorocyclohept-3-en-1-yl] bis(para-methoxybenzoate)
• CAS NO: 321146-13-8
• Molecular Weight: 689.587
• Mol File: 321146-13-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4,4'-Methylene-di[(1R,1'S,2S,2'R,6S,6'R)-6-acetoxy-2-chlorocyclohept-3-en-1-yl] bis(para-methoxybenzoate)(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-Methylene-di[(1R,1'S,2S,2'R,6S,6'R)-6-acetoxy-2-chlorocyclohept-3-en-1-yl] bis(para-methoxybenzoate)(321146-13-8)
• EPA Substance Registry System: 4,4'-Methylene-di[(1R,1'S,2S,2'R,6S,6'R)-6-acetoxy-2-chlorocyclohept-3-en-1-yl] bis(para-methoxybenzoate)(321146-13-8)

Safety Data

• Hazardous Substances Data: 321146-13-8(Hazardous Substances Data)

Upstream product

• 321146-09-2 1,1'-Methylenedi[(1R,1'S,3S,3'R,5S,5'R)-8-oxabicyclo[3.2.1]oct-6-en-3-yl] bisacetate 
• 321146-07-0 meso-1,1'-methylenedi[(1R,1'S,3R,3'S,5S,5'R)-3-hydroxy-8-oxabicyclo[3.2.1]oct-6-en-1-yl] 
• 321146-05-8 meso-1,1'-methylenedi[(1R,1'S,5S,5'R)-3-oxo-8-oxabicyclo[3.2.1]oct-6-en-1-yl] 
• 1197-40-6 2,2'-difurylmethane 
• 100-07-2 4-methoxy-benzoyl chloride 
• 321146-11-6 3,3'-Methylenedi[(1R,1'S,5R,5'S,6S,6'R)-5-chloro-6-hydroxycyclohept-3-en-1-yl] bisacetate 

Downstream Products

• 321146-17-2 (1R,6R)-6-Acetoxy-4-{(1R,2S,4S,6R)-6-acetoxy-1,2-dihydroxy-4-[(4-methoxybenzoyl)oxy]cyclohept-1-yl}methylcyclohept-3-en-1-yl 4-methoxybenzoate 
• 321146-29-6 (1R,6R)-6-Hydroxy-4-{(1R,2S,4S,6S)-1,2,3-trihydroxy-4-[(4-methoxybenzoyl)oxy]cyclohept-1'-yl}methylcyclohept-3-en-1-yl 4-methoxybenzoate 
• 321146-15-0 4,4'-Methylene-di[(1R,1'S,6R,6'S)-6-acetoxycyclohept-3-en-1-yl] bis(4-methoxybenzoate) 

Relevant articles and documents

A new, non-iterative asymmetric synthesis of long-chain 1,3-polyols

A new approach to the asymmetric synthesis of pentadeca-1,3,5,7,9,11,13,15-octols and their derivatives is presented. It is based on the Sharpless asymmetric dihydroxylation (AD) of 4,4'-methylene[(1R,1'S,6R,6'S)-6-acetoxycyclohept-3-en-1-yl]bis(4-methoxybenz oate) (9), derived from a double [3+4] cycloaddition of the 1,1,3-trichloro-2-oxyallyl cation with 2,2'-methylenedifuran (1). The diol (-)-10, obtained in 98.4% ee from 9 with 'AD-mix-β(5 x), was oxidised into (2R and 2S,4S,6R)-tetrahydro-2-hydroxy-6-{(4S,6S)-{6-hydroxy-4-[(4-methoxybenzoyl)o xy]cyclohept-1-en-1-yl}-2-oxopropyl}-2H-pyran-4-yl 4-methoxybenzoates ((-)-18). By the combinations of Evans' anti and Nasaraka's syn reductions of aldol (-)-18 with the double Mitsunobu reaction, 16 diastereomeric pentadeca-1,3,5,7,9,11,13,15-octols and analogues can be obtained, in principle, with high enantio- and diastereoselectivities.