80595-15-9

Basic information

• Product Name: (1R)-1-phenyl-2-O-triphenylmethyl-1,2-ethanediol
• Synonyms: (1R)-1-phenyl-2-O-triphenylmethyl-1,2-ethanediol
• CAS NO: 80595-15-9
• Molecular Weight: 380.486
• Mol File: 80595-15-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (1R)-1-phenyl-2-O-triphenylmethyl-1,2-ethanediol(CAS DataBase Reference)
• NIST Chemistry Reference: (1R)-1-phenyl-2-O-triphenylmethyl-1,2-ethanediol(80595-15-9)
• EPA Substance Registry System: (1R)-1-phenyl-2-O-triphenylmethyl-1,2-ethanediol(80595-15-9)

Safety Data

• Hazardous Substances Data: 80595-15-9(Hazardous Substances Data)

Upstream product

• 5333-62-0 benzyl trityl ether 
• 16355-00-3 (R)-1-phenyl-1,2-ethanediol 
• 611-71-2 (R)-Mandelic Acid 
• 76-83-5 trityl chloride 

Downstream Products

• 80656-08-2 (R,R)-(-)-5,13-diphenyl-3,6,9,12,15-pentaoxa-21-azabicyclo<15.3.1>heneicosa-1(21),17,19-triene-2,16-dione 
• 80656-07-1 (S,S)-(+)-5,13-diphenyl-3,6,9,12,15-pentaoxa-21-azabicyclo<15.3.1>heneicosa-1(21),17,19-triene-2,16-dione 
• 344344-54-3 (R,S)-5,13-diphenyl-3,6,9,12,15-pentaoxa-21-azabicyclo<15.3.1>heneicosa-1(21),17,19-triene-2,16-dione 
• 80656-06-0 (S,S)-(+)-5,13-diphenyl-3,6,9,12,15,20-hexaoxabicyclo<15.2.1>eicosa-17,19-diene-2,6-dione 
• 80656-05-9 (S,S)-(+)-9,17-diphenyl-1,4,7,10,13,16-hexaoxacyclooctadecane-2,6-dione 
• 80656-09-3 (R,R)-(-)-2,10-diphenyl-3,6,9-trioxaundecane-1,11-diol 
• 80595-14-8 (R,S)-2,10-diphenyl-3,6,9-trioxaundecane-1,11-diol 
• 80595-19-3 C₅₈H₅₄O₅ 
• 80595-12-6 (S,S)-(+)-5,13-diphenyl-19-methoxy-3,6,9,12,15-pentaoxa-21-azabicyclo<15.3.1>heneicosa-1(21),17,19-triene-2,16-dione 
• 685836-01-5 (1R,3'S,4'R)-2-O-(1'',1''-dimethyl-2''-phenyl-ethanesulfonyl)-1-O-(3'-methyl-azetidin-2'-on-4'-yl)-1-phenyl-1,2-ethanediol 
• 685836-02-6 (1R,3'R,4'S)-2-O-(1'',1''-dimethyl-2''-phenyl-ethanesulfonyl)-1-O-(3'-methyl-azetidin-2'-on-4'-yl)-1-phenyl-1,2-ethanediol 
• 685835-97-6 (1R)-2-O-(1'',1''-dimethyl-2''-phenyl-ethanesulfonyl)-1-phenyl-1-O-(Z-prop-1'-en-1'-yl)-1,2-ethanediol 
• 685836-00-4 (1R,3'R,4'S)-2-O-isopropanesulfonyl-1-O-(3'-methyl-azetidin-2'-on-4'-yl)-1-phenyl-1,2-ethanediol 
• 685835-99-8 (1R,3'S,4'R)-2-O-isopropanesulfonyl-1-O-(3'-methyl-azetidin-2'-on-4'-yl)-1-phenyl-1,2-ethanediol 

Relevant articles and documents

Benzyl trityl ether and DDQ as new tritylating reagents

We describe herein a new tritylation procedure of alcohols using benzyl trityl ether and 2,3-dichloro-5,6-dicyano-1,4-benzoquinone. The reaction involves oxidative abstraction of one of the benzylic protons of benzyl trityl ether, followed by transformation of the generated benzyl trityl ether cation into a complex of benzaldehyde and trityl cation. The present procedure proceeds under mild neutral conditions to afford trityl ethers in generally good yields for primary alcohols, and in acceptable yields for several secondary alcohols.

Synthesis, biological, and chiroptical activity of 3-phenyl-clavams

The [2+2]cycloaddition of chlorosulfonyl isocyanate to simple vinyl ethers derived from the 2-O-sulfonylated (R) and (S) 1-phenyl-1,2-ethanediol leads to 4-alkoxy-azetidin-2-ones with a moderate stereoselectivity. The cycloaddition to analogous (Z)-propenyl ethers proceeds stereospecifically with the retention of the olefin configuration. The intramolecular alkylation of β-lactam nitrogen atom furnished all possible stereoisomers of 3-phenyl- and 6-methyl-3-phenyl-clavams. The biological and chiroptical activity of synthesized clavams was investigated. The (3R,5R)-diastereomer 30 showed higher inhibition of bacterial enzymes than other related compounds.