114784-86-0

Basic information

• Product Name: (+)-(2R,4R)-1-benzyloxy-4-hydroxymethyl-8-methylnon-7-en-2-ol
• Synonyms: (+)-(2R,4R)-1-benzyloxy-4-hydroxymethyl-8-methylnon-7-en-2-ol
• CAS NO: 114784-86-0
• Molecular Weight: 292.419
• Mol File: 114784-86-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (+)-(2R,4R)-1-benzyloxy-4-hydroxymethyl-8-methylnon-7-en-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-(2R,4R)-1-benzyloxy-4-hydroxymethyl-8-methylnon-7-en-2-ol(114784-86-0)
• EPA Substance Registry System: (+)-(2R,4R)-1-benzyloxy-4-hydroxymethyl-8-methylnon-7-en-2-ol(114784-86-0)

Safety Data

• Hazardous Substances Data: 114784-86-0(Hazardous Substances Data)

Upstream product

• 24286-45-1 6-methyl-5-heptenoic acid 
• 13175-35-4 6-methyl-5-hepten-1-ol 
• 694-54-2 tetrahydro-2H-2-pyranol 
• 115709-70-1 (-)-(3R,5R)-5-(benzyloxymethyl)-3-(4-methylpent-3-enyl)-tetrahydrofuran-2-one 

Downstream Products

• 114784-87-1 (+)-(2R,4R)-1-benzyloxy-8-methyl-4-phenylthiomethylnon-7-en-2-ol 

Relevant articles and documents

CHIRAL SYNTHESIS OF (R)-(+)-CITRONELLAL VIA STEREOSELECTIVE PROTONATION

Protonation of the enolates (8) and (12) generated from an epimeric mixture of the α,γ-disubstituted γ-lactone (7) is shown to yield the syn-α/γ-disubstituted γ-lactone (10) predominant over the anti-α/γ-disubstituted γ-lactone (11).When the silyl enol ether (12) generated in situ is protonated with trifluoroacetic acid, the best selectivity is obtained.The syn-epimer (10) thus obtained is converted into (R)-(+)-citronellal (17) in four steps of reactions.