123394-80-9

Basic information

• Product Name: (2S)-2-phenylmethoxybutane-1,4-diol
• Synonyms: (2S)-2-phenylmethoxybutane-1,4-diol
• CAS NO: 123394-80-9
• Molecular Weight: 196.246
• Mol File: 123394-80-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2S)-2-phenylmethoxybutane-1,4-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-2-phenylmethoxybutane-1,4-diol(123394-80-9)
• EPA Substance Registry System: (2S)-2-phenylmethoxybutane-1,4-diol(123394-80-9)

Safety Data

• Hazardous Substances Data: 123394-80-9(Hazardous Substances Data)

Upstream product

• 123394-75-2 (4S,5R,2'R)-1,5-dimethyl-4-phenyl-3-(2'-benzyloxy-5'-methyl-5'-hexenoyl)imidazolidin-2-one 
• 123394-73-0 (4S,5R)-1,5-dimethyl-4-phenyl-3-benzyloxyacetylimidazolidin-2-one 
• 19810-31-2 Benzyloxyacetyl chloride 
• 116233-49-9 Dimethyl (R)-2-(Benzyloxy)succinate 
• 123394-78-5 (R)-2-benzyloxy-5-methyl-4-hexen-1-ol 

Downstream Products

• 42890-76-6 (S)-1,2,4-butanetriol 
• 70005-88-8 (R)-1,2,4-butanetriol 
• 1346538-63-3 (R)-3-(benzyloxy)-4-hydroxybutyl diphenyl phosphate 
• 1346538-64-4 C₂₃H₂₅O₆P 
• 1346538-67-7 C₃₅H₃₄O₉P₂ 
• 1346538-71-3 (R)-3-(benzyloxy)-4,4-dimethoxybutyl diphenyl phosphate 
• 1346538-70-2 (R)-3-(benzyloxy)-4-oxobutyl diphenyl phosphate 
• 259657-11-9 (2R)-2-(benzyloxy)-4-[N-(mesitylenesulfonyl)ethylamino]-O-tosyl-1-butanol 

Relevant articles and documents

Investigating the role of the hydroxyl groups of substrate erythrose 4-phosphate in the reaction catalysed by the first enzyme of the shikimate pathway

3-Deoxy-d-arabino-heptulosonate 7-phosphate (DAH7P) synthase catalyses the first step of the shikimate pathway, which is responsible for the biosynthesis of aromatic amino acids in microorganisms and plants. This enzyme catalyses an aldol reaction between phosphoenolpyruvate and d-erythrose 4-phosphate to generate DAH7P. Both 2-deoxyerythrose 4-phosphate and 3-deoxyerythrose 4-phosphate were synthesised and tested as alternative substrates for the enzyme. Both compounds were found to be substrates for the DAH7P synthases from Escherichia coli, Pyrococcus furiosus and Mycobacterium tuberculosis, consistent with an acyclic mechanism for the enzyme for which neither C2 nor C3 hydroxyl groups are required for catalysis. The enzymes all showed greater tolerance for the loss of the C2 hydroxyl group than the C3 hydroxyl group.

ENANTIOSELECTIVE SYNTHESIS OF 2-BENZYLOXY ALCOHOLS AND 1,2-DIOLS VIA ALKYLATION OF CHIRAL GLYCOLATE IMIDES. A CONVENIENT APPROACH TO OPTICALLY ACTIVE GLYCEROL DERIVATIVES

The alkylation of the chiral enolates of glycolate imides 2a and 2b proceedes in highly diastereoselective manner to give 2'-substituted products in good yield.Reductive cleavage with LiBH4 affords the corresponding 2-benzyloxyalcohols 3a-c and 11a-b which are successively converted to 1,2-diols in high optical purity.By this method (R)-1-propanoyloxy-2,3-propanediol 9 and (S)-1-tridecyloxy-2,3-propanediol 14, a glyceride extracted from sponges Plocamiidae, have been synthesized, starting from 2a and 2b, respectively.