136702-44-8

Upstream product

• 19115-49-2 (R)-mevalonolactone 
• 69821-05-2 1-bromo-2,5-dimethoxy-3,4,6-trimethylbenzene 
• 74-88-4 methyl iodide 
• 90381-75-2 (R)-4-Methyl-tetrahydro-pyran-2,4-diol 
• 73127-73-8 2,5-dimethoxy-3,4,6-trimethylphenylmagnesium bromide 

Downstream Products

• 130532-14-8 (3S)-5-(2,5-dimethoxy-3,4,6-trimethylphenyl)-3-methylpentane-1,3-diol 
• 140194-21-4 2-((S)-3,5-Dihydroxy-3-methyl-pentyl)-3,5,6-trimethyl-benzene-1,4-diol 
• 130608-95-6 (S)-2-(3,5-dihydroxy-3-methylpentyl)-3,5,6-trimethyl-1,4-benzoquinone 
• 130532-13-7 (3R,5R/S)-1,5-diacetoxy-5-(2,5-dimethoxy-3,4,6-trimethylphenyl)-3-methyl-3-hydroxypentane 
• 130625-93-3 2,3,5-Trimethyl-6-((R)-1,3,5-trihydroxy-3-methyl-pentyl)-[1,4]benzoquinone 

Relevant academic research and scientific papers

Optically active compounds and intermediates thereof, and process for manufacturing same

An optically active (S)- or (R)-pentane compound of the general formula (11): STR1 wherein R11, R12 and R13 independently represent a hydrogen atom or a lower alkyl group having 1 to 4 carbon atoms, R14 represents a hydroxy, protected hydroxy or oxo group, if R14 is an oxo group, the ring denoting benzene in the above formula (11) is benzoquinone, R15 represents a hydrogen atom, hydroxy or acyloxy group, R16 represents a hydroxy or acyloxy group, and the chiral central carbon marked with a symbol * in said formula (11) alternatively has one of an R-configuration and an S-configuration, is disclosed. Further, intermediate products of the compound of the formula (11) are also disclosed. Still further, a process for manufacturing the above compounds is disclosed. The compound of the formula (11) is easily synthesized from an easily available optically active starting material.

A CONVERGENT ENANTIOCONTROLLED ROUTE TO MEVALONOLACTONE AND VITAMIN E FROM (S)-O-BENZYLGLYCIDOL

A convergent enantiocontrolled route to (+) and (-)-mevalonolactones and vitamin E has been developed using (S)-O-benzylglycidol as the sole chiral block.

A FACILE CONVERSION OF NATURAL (R)-MEVALONOLACTONE INTO A VITAMIN E KEY INTERMEDIATE

Natural (R)-mevalonolactone (1) produced by fermentation has been facilely converted into a vitamin E key synthetic intermediate (2).