1312108-09-0

Basic information

• Product Name: allyl 4-O-(3-acetoxybenzoyl)-2,3-O-methylorthoacetyl-α-L-rhamnopyranoside
• Synonyms: allyl 4-O-(3-acetoxybenzoyl)-2,3-O-methylorthoacetyl-α-L-rhamnopyranoside
• CAS NO: 1312108-09-0
• Molecular Weight: 436.459
• Mol File: 1312108-09-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: allyl 4-O-(3-acetoxybenzoyl)-2,3-O-methylorthoacetyl-α-L-rhamnopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: allyl 4-O-(3-acetoxybenzoyl)-2,3-O-methylorthoacetyl-α-L-rhamnopyranoside(1312108-09-0)
• EPA Substance Registry System: allyl 4-O-(3-acetoxybenzoyl)-2,3-O-methylorthoacetyl-α-L-rhamnopyranoside(1312108-09-0)

Safety Data

• Hazardous Substances Data: 1312108-09-0(Hazardous Substances Data)

Upstream product

• 99-06-9 3-Carboxyphenol 
• 64650-81-3 allyl α-L-rhamnopyranoside 
• 6304-89-8 3-acetoxybenzoic acid 

Downstream Products

• 1312107-98-4 4-O-(3-acetoxybenzoyl)-2-O-acetyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-acetamido-β-D-glucopyranosyl)-α-L-rhamnopyranosyl trichloroacetimidate 
• 1312108-44-3 cholesteryl 4-O-(3-acetoxybenzoyl)-2-O-acetyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-acetamido-β-D-glucopyranosyl)-α-L-rhamnopyranoside 
• 1312108-50-1 cholesteryl 4-O-(3-hydroxybenzoyl)-3-O-(2-deoxy-2-acetamido-β-D-glucopyranosyl)-α-L-rhamnopyranoside 
• 1312108-00-1 allyl 4-O-(3-acetoxybenzoyl)-2-O-acetyl-α-L-rhamnopyranoside 

Relevant articles and documents

Asymmetric Total Synthesis of Brasilicardins

Brasilicardins, bacterial diterpenoid natural products that display highly potent immunosuppressive activity, are promising immunosuppressant drug candidates. Structurally, they can be described as hybrids of terpenoids, amino acids, and saccharides, and share a characteristic highly strained anti-syn-anti-fused perhydrophenanthrene terpenoid scaffold (ABC-ring system) with two quaternary asymmetric carbon atoms. A unified and stereoselective total synthesis of all four brasilicardins has been designed based on the strategic use of an intramolecular conjugate addition. The ABC-ring system was initially constructed with high stereocontrol by novel intramolecular conjugate additions of Weinreb amides and in situ generated (Z)-vinyl copper species. The late-stage common intermediate was subjected to stereoselective installation of the amino acid component, followed by introduction of the saccharide unit via glycosylation to accomplish the total synthesis of brasilicardins A–D. Our synthesis offers opportunities to synthesize various brasilicardin analogues for biological and pharmacological investigations.