387819-51-4

Basic information

• Product Name: cis-(3R)-4-benzoyl-3-methyl-1-oxa-4-azaspiro[4.5]decane-8-ol
• Synonyms: cis-(3R)-4-benzoyl-3-methyl-1-oxa-4-azaspiro[4.5]decane-8-ol
• CAS NO: 387819-51-4
• Molecular Weight: 275.348
• Mol File: 387819-51-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: cis-(3R)-4-benzoyl-3-methyl-1-oxa-4-azaspiro[4.5]decane-8-ol(CAS DataBase Reference)
• NIST Chemistry Reference: cis-(3R)-4-benzoyl-3-methyl-1-oxa-4-azaspiro[4.5]decane-8-ol(387819-51-4)
• EPA Substance Registry System: cis-(3R)-4-benzoyl-3-methyl-1-oxa-4-azaspiro[4.5]decane-8-ol(387819-51-4)

Safety Data

• Hazardous Substances Data: 387819-51-4(Hazardous Substances Data)

Upstream product

• 108-94-1 cyclohexanone 
• 387819-50-3 (R)-4-benzoyl-3-methyl-1-oxa-4-azaspiro[4.5]decane 

Downstream Products

• 13482-22-9 4-hydroxycyclohexanone 

Relevant articles and documents

Chiral auxiliaries as docking/protecting groups: Biohydroxylation of selected ketones with Beauveria bassiana ATCC 7159

The concept of chiral docking/protecting groups for biohydroxylation was extended from cyclopentanone to other ketones. Reaction of cyclohexanone, (R)-3-methylcyclohexanone, cycloheptanone, 5-methyl-2-hexanone and 4-methyl-2-pentanone with (R)-2-amino-1-propanol and subsequent in situ benzoylation afforded the corresponding N-benzoylated oxazolidine derivatives. All substrates were hydroxylated with the fungus Beauveria bassiana ATCC 7159, one of which was diastereoselectively hydroxylated with a d.e. of 99%. In this manner, access to the corresponding hydroxylated ketones was provided.