179128-86-0

Basic information

• Product Name: 3-(3,4-Bis-benzyloxy-phenyl)-2-hydroxy-propionic acid
• Synonyms: 3-(3,4-Bis-benzyloxy-phenyl)-2-hydroxy-propionic acid
• CAS NO: 179128-86-0
• Molecular Weight: 378.425
• Mol File: 179128-86-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 3-(3,4-Bis-benzyloxy-phenyl)-2-hydroxy-propionic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3,4-Bis-benzyloxy-phenyl)-2-hydroxy-propionic acid(179128-86-0)
• EPA Substance Registry System: 3-(3,4-Bis-benzyloxy-phenyl)-2-hydroxy-propionic acid(179128-86-0)

Safety Data

• Hazardous Substances Data: 179128-86-0(Hazardous Substances Data)

Upstream product

• 23028-17-3 danshensu 
• 100-44-7 benzyl chloride 
• 68307-79-9 (Z)-3-(3,4-dihydroxyphenyl)-2-hydroxyacrylic acid 
• 203571-30-6 2-methoxycarbonyl-3-(3,4-dibenzyloxyphenyl)oxirane 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 5447-02-9 3,4-dibenzyloxybenzaldehyde 
• 203571-32-8 3-(3,4-Bis-benzyloxy-phenyl)-2-hydroxy-propionic acid methyl ester 

Downstream Products

• 179462-77-2 (E)-3-(3,4-Bis-allyloxy-phenyl)-acrylic acid (R)-1-allyloxycarbonyl-2-(3,4-bis-allyloxy-phenyl)-ethyl ester 
• 179128-97-3 (E)-3-(3,4-Bis-allyloxy-phenyl)-acrylic acid 1-allyloxycarbonyl-2-(3,4-bis-allyloxy-phenyl)-ethyl ester 
• 179129-03-4 (E)-3-(3,4-Dihydroxy-phenyl)-acrylic acid 1-allyloxycarbonyl-2-(3,4-dihydroxy-phenyl)-ethyl ester 
• 179129-02-3 (R)-allyl 3-(3,4-bis(allyloxy)phenyl)-2-hydroxypropanoate 
• 179128-95-1 (E)-3-(3,4-Bis-benzyloxy-phenyl)-acrylic acid 2-(3,4-bis-benzyloxy-phenyl)-1-(2-trimethylsilanyl-ethoxycarbonyl)-ethyl ester 
• 179128-96-2 (E)-3-(3,4-Bis-benzyloxy-phenyl)-acrylic acid 1-allyloxycarbonyl-2-(3,4-bis-benzyloxy-phenyl)-ethyl ester 
• 179129-04-5 (E)-3-(3,4-Bis-benzyloxy-phenyl)-acrylic acid 2-(3,4-bis-benzyloxy-phenyl)-1-carboxy-ethyl ester 
• 179128-99-5 (E)-3-(3-Allyloxy-4-methoxy-phenyl)-acrylic acid 1-allyloxycarbonyl-2-(3,4-bis-allyloxy-phenyl)-ethyl ester 
• 179129-00-1 (E)-3-(4-Allyloxy-phenyl)-acrylic acid 1-allyloxycarbonyl-2-(3,4-bis-allyloxy-phenyl)-ethyl ester 
• 20283-92-5 (R)-(+)-rosmarinic acid 
• 179462-74-9 rosmarinic acid 
• 179128-88-2 3-(3,4-Bis-benzyloxy-phenyl)-2-hydroxy-propionic acid 2-trimethylsilanyl-ethyl ester 
• 179128-90-6 3-(3,4-Bis-allyloxy-phenyl)-2-hydroxy-propionic acid allyl ester 
• 179128-89-3 3-(3,4-Bis-benzyloxy-phenyl)-2-hydroxy-propionic acid allyl ester 

Relevant articles and documents

Synthesis of (±)-Rosmarinic Acid Methylester

Regioselective cleavage of the glycidic ester 3 by BF3/ether to pyruvic acid ester 4 followed by NaBH4 reduction affords the lactic acid derivative 5a which in turn can be acylated by caffeoyl chloride 8c to yield the O-protected rosmarinic acid ester 9a. Alternatively, 9a can be prepared by acylation of 5a with diethylphosphono acetyl chloride (6c) thus generating the Wadsworth-Emmons reagent 7a which is subsequently reacted with the aldehyde 1a. The analogous reaction using the silyl protected educts 7d and 1b failed to give 9d. Finally, 9a is debenzylated by BCl3 furnishing the title compound 10a in fair total yield.