126399-08-4

Upstream product

• 126456-07-3 Benzyl [(3R,4R)-4-methyl-5-oxo-tetrahydrofuran-3-yl]-carbamate 
• 126456-05-1 ((3R,4S)-4-Methyl-5-oxo-tetrahydro-furan-3-yl)-carbamic acid benzyl ester 
• 126399-07-3 (2S,3R)-3-Benzyloxycarbonylamino-4-hydroxy-2-methyl-butyric acid ethyl ester 
• 126431-97-8 (2S,3R)-3-Benzyloxycarbonylamino-4-hydroxy-2-methyl-butyric acid 
• 126399-03-9 (E)-(S)-5-Methoxy-2,4-dimethyl-6-phenyl-hex-2-enoic acid ethyl ester 
• 126399-05-1 (2E,4S,5S)-5-methoxy-2,4-dimethyl-6-phenylhex-2-en-1-ol 
• 126399-11-9 (2S,3S,4E)-6-bromo-2-methoxy-3,5-dimethyl-1-phenyl-4-hexene 
• 182222-81-7 Methanesulfonic acid (E)-(1S,2R,5S,6S)-1-[(1R,2S)-2-[1,3]dithian-2-yl-1-(2,2,2-trifluoro-acetylamino)-propyl]-2-methanesulfonyloxy-6-methoxy-3,5-dimethyl-7-phenyl-hept-3-enyl ester 
• 182222-80-6 Methanesulfonic acid (2R,3S,4R,5S,6S)-6-methoxy-2-((E)-(3S,4S)-4-methoxy-1,3-dimethyl-5-phenyl-pent-1-enyl)-5-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester 
• 182222-83-9 N-[(2E,4E)-(1S,6S,7S)-1-((S)-1-[1,3]Dithian-2-yl-ethyl)-7-methoxy-4,6-dimethyl-8-phenyl-octa-2,4-dienyl]-2,2,2-trifluoro-acetamide 
• 126399-06-2 (2E,4S,5S)-5-methoxy-2,4-dimethyl-6-phenylhex-2-enyl(triphenyl)phosphonium bromide 

Downstream Products

• 126456-06-2 (2S,3S,4E,6E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldeca-4,6-dienoic acid 

Relevant academic research and scientific papers

Synthesis of (2S,3S,8S,9S)-Adda from D-glucose

The N-trifluoroacetyl derivative of the novel β-amino acid (2S,3S,8S,9S)-Adda methyl ester 4 has been prepared from the D-glucose derived oxazoline 7. A key step in the construction of 4 was the generation of the E,E decadienoate system via dissolving metal reduction of vicinal bis-mesylate 15.

TOTAL SYNTHESIS OF ADDA, THE UNIQUE C20 AMINO ACID OF CYANOBACTERIAL HEPATOTOXINS

Synthetic (2S,3R)-3-Amino-4-hydroxy-2-methylbutanoic acid, γ-lactone, and (4S,5S)-2,4-dimethyl-5-methoxy-6-phenyl-2-hexen-1-ol were oxidized and linked to give (2S,3S,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoic acid (Adda).