107653-66-7

Upstream product

• 55724-77-1 [1,1-²H₂]-2-benzyloxy-1-ethanol 
• 60656-87-3 benzyloxyacetoaldehyde 
• 115463-94-0 O-benzyl<1-²H1>glycolaldehyde 

Downstream Products

• 115463-85-9 (R)-(-)-N-<2-(Benzyloxy)<1-D1>ethyl>phthalimid 
• 115463-84-8 (R)-2-benzyloxy-<1-(2)H1>ethanol 
• 132155-61-4 (R)-(-)-2-bromo<2-²H1>ethyl phenylmethyl ether 
• 107653-67-8 (S)-(-)-<2-(Benzyloxy)<1-D1>ethyl>-benzoat 
• 107653-71-4 (R)-(+)-<2-(Benzyloxy)<1-D1>ethyl>-benzoat 
• 132155-63-6 (S)-(+)-diethyl<2-(benzyloxy)<1-²H1>ethyl>phosphonate 
• 132155-64-7 C₁₃H₂₀⁽²⁾HO₄P 
• 132155-62-5 C₉H₁₀⁽²⁾HBrO 
• 643051-26-7 (S)-2-hydroxy(1-2H)ethyl benzoate 
• 107653-68-9 (S)-(-)-(2-Phthalimido<1-D1>ethyl)-benzoat 
• 139244-51-2 (S)-(-)-(2-Benzyloxy-<1-(2)H1>ethyl)-(tert-butyldiphenylsilyl)ether 

Relevant academic research and scientific papers

Stereochemistry of the conversion of 2-phenoxyethanol into phenol and acetaldehyde by Acetobacterium sp.

The conversion of 2-phenoxyethanol to phenol and acetate by the anaerobic bacterium Acetobacterium sp. strain LuPhet1 proceeds through acetaldehyde with concomitant migration of a H-atom from C(1) to C(2) of the glycolic moiety. Separate feeding experiments with (R)- and (S)-2-phenoxy(1- 2H)ethanol, prepared via chemoenzymatic syntheses, indicate that the H-atom involved in the 1,2-shift is the pro-S one of the enantiotopic couple of the alcohol function.

Biosynthesis of Natural Products with a P-C Bond, III. - Synthesis of (R)- and (S)-(2-Aminoethyl)phosphonic Acid and Hydroxylation to (2-Amino-1-hydroxyethyl)phosphonic Acid in Acanthamoeba castellanii (Neff)

(Benzyloxy)acetaldehyde (4) was reduced to give (S)-(+)-2-(benzyloxy)ethanol (5) by horse liver alcohol dehydrogenase/NAD+/EtOH.This chiral alcohol was transformed into (R)- and (S)-(2-aminoethyl)phosphonic acid (AEP) (13).The enantiomer