136749-45-6

Basic information

• Product Name: (+)-(S)-methyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate
• Synonyms: (+)-(S)-methyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate
• CAS NO: 136749-45-6
• Molecular Weight: 212.202
• Mol File: 136749-45-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (+)-(S)-methyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-(S)-methyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate(136749-45-6)
• EPA Substance Registry System: (+)-(S)-methyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate(136749-45-6)

Safety Data

• Hazardous Substances Data: 136749-45-6(Hazardous Substances Data)

Upstream product

• 250740-82-0 methyl 3-[3,4-bis(tertbutyldimethylsilyloxy)phenyl]propenoate 
• 136749-44-5 3-(3'-acetyl-4'-hydroxyphenyl)-(S)-lactic acid ethyl ester 
• 136749-43-4 (S)-3-(3-ACETYL-4-HYDROXY-PHENYL)-2-HYDROXY-PROPIONIC ACID 
• 67-56-1 methanol 
• 42085-50-7 (2S)-3-(3,4-dihydroxyphenyl)-2-hydroxypropionic acid 
• 32404-28-7 (S)-3-(3-acetyl-4-hydroxyphenyl)-2-aminopropanoic acid hydrochloride 

Downstream Products

• 145653-69-6 (1R/S,3S)-Methyl-3,4-dihydro-6,7-dihydroxy-1-(2-menthyloxycarbonylethyl)-1-methyl-1H-2-benzopyran-3-carboxylat 
• 203798-74-7 (R)-methyl 3-(3,4-bis(benzyloxy)phenyl)-2-hydroxypropanoate 
• 203798-86-1 methyl rosmarinate 
• 203798-85-0 (E)-3-(3,4-Bis-benzyloxy-phenyl)-acrylic acid (R)-2-(3,4-bis-benzyloxy-phenyl)-1-methoxycarbonyl-ethyl ester 
• 203798-83-8 (E)-3-(3,4-Bis-benzyloxy-phenyl)-acrylic acid (S)-2-(3,4-bis-benzyloxy-phenyl)-1-methoxycarbonyl-ethyl ester 
• 203798-72-5 Benzoic acid (R)-2-(3,4-bis-benzyloxy-phenyl)-1-methoxycarbonyl-ethyl ester 
• 99353-00-1 rosmarinic acid methyl ester 
• 153381-08-9 Methyl (S)-(+)-3-(3,4 dimethoxyphenyl)-2-hydroxypropionate 
• 136749-51-4 (S)-3-(3,4-Dihydroxyphenyl)-2-hydroxy-N-(1-phenylethyl)-propionamid 
• 136749-48-9 (1R,3S)-Methyl-3,4-dihydro-6,7-dihydroxy-1-phenyl-1H-2-benzopyran-3-carboxylat 
• 136749-47-8 (1S,3S)-Methyl-3,4-dihydro-6,7-dihydroxy-1-phenyl-1H-2-benzopyran-3-carboxylat 
• 136749-49-0 (7S)-Methyl-7,8-dihydro-2,5-diphenyl-5H-1,3-dioxolo<4,5-g><2>benzopyran-7-carboxylat 
• 136749-51-4 (S)-3-(3,4-Dihydroxy-phenyl)-2-hydroxy-N-((R)-1-phenyl-ethyl)-propionamide 
• 136749-56-9 (S)-(-)-3-(3,4-Dihydroxybenzyl)-8-methyl-1,4-dioxa-8-azaspiro<4,5>decan-2-on 

Relevant articles and documents

First total syntheses of oresbiusins A and B, their antipodes, and racemates: Configuration revision and anti-HIV activity

The first total syntheses of oresbiusin A in the (+)-, (-)-, and (±)-forms were accomplished in five steps with overall yields of ca. 70 %. The key intermediates with optical activity were generated through a Sharpless asymmetric dihydroxylation reaction. These efforts allowed us to establish the absolute configuration of this natural product with dextrorotary and a 2S configuration. In addition, the total syntheses of both enantiomers of oresbiusin B along with its racemate were accomplished in six steps with overall yields of 58 %. Among these compounds, the unnatural oresbiusin A with a levorotary rotation was found to possess dose dependent anti-HIV-1 activity in H9 cells, whereas the other compounds were inactive. Copyright