164534-01-4

Basic information

• Product Name: Benzeneethanol, b-[[(phenylmethoxy)methoxy]methyl]-3-(2-propenyloxy)-, (R)-
• CAS NO: 164534-01-4
• Molecular Formula: C20H24O4
• Molecular Weight: 328.408
• Mol File: 164534-01-4.mol

Chemical Properties

• CAS DataBase Reference: Benzeneethanol, b-[[(phenylmethoxy)methoxy]methyl]-3-(2-propenyloxy)-, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneethanol, b-[[(phenylmethoxy)methoxy]methyl]-3-(2-propenyloxy)-, (R)-(164534-01-4)
• EPA Substance Registry System: Benzeneethanol, b-[[(phenylmethoxy)methoxy]methyl]-3-(2-propenyloxy)-, (R)-(164534-01-4)

Safety Data

• Hazardous Substances Data: 164534-01-4(Hazardous Substances Data)

Upstream product

• 155499-16-4 2-<3-(allyloxy)phenyl>-1,3-diacetoxypropane 
• 155440-94-1 2-(3-allyloxy)phenyl-1,3-propanediol 
• 155499-17-5 (S)-3-acetoxy-2-<3-(allyloxy)phenyl>propan-1-ol 

Downstream Products

• 164534-04-7 (3R,4S)-ethyl 4-<3-(allyloxy)phenyl>-5-<(benzyloxy)methoxy>-3-ethyl-3-hydroxypentanoate 
• 164534-02-5 (S)-methyl 2-<3-(allyloxy)phenyl>-2-<(benzyloxy)methoxy>-N-methyl-hydroxamate 
• 164534-03-6 (S)-2-<3-(allyloxy)phenyl>-1-<(benzyloxy)methoxy>pentan-3-one 
• 183800-05-7 (S)-2-(3-Allyloxy-phenyl)-3-benzyloxymethoxy-propionic acid 

Relevant articles and documents

Enantio- and diastereoselective synthesis of the AB ring system of aklavinone by coupling a chemoenzymatic procedure with organometal chemistry

Two different approaches were investigated in order to prepare the title compound 2; best results were obtained when the tandem reduction/intramolecular hydroxyalkylation of the appropriate 5-alkoxy-(3-hydroxyphenyl)pentanoate was performed on an ester of chemoenzymatic origin, already bearing the two chiral centers present in 2 with the correct relative and absolute stereochemistry.

Enantioselective Synthesis of the AB ring System of Aklavinone Via a Chemoenzymatic Route

The AB ring system 2 of aklavinone 1 was obtained using a chemoenzymatic protocol.Key steps are the stereoselective addition of lithium enolate of ethyl acetate to ketone 13 and the intramolecular Freiedel-Crafts reaction to give tetralin 17.