Enantioselective synthesis of aminobenzazepinones

Tetrahedron Letters

Volumn 48, Issue 15, 2007, Pages 2661-2665

  Prasad, C V C ^a   Mercer, Stephen E ^a   Dubowchik, Gene M ^a   Macor, John E ^a  

^a BRISTOL MYERS SQUIBB   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYL GROUP; AMINO ACID DERIVATIVE; KETONE DERIVATIVE; PALLADIUM; RHODIUM COMPLEX;

ARTICLE; CATALYSIS; CATALYST; DRUG SYNTHESIS; ENANTIOSELECTIVITY; HECK REACTION; HYDROGENATION; RACEMIZATION;

EID: 33947099447     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.02.078     Document Type: Article

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20. 2 @ 150 Bar and @ 35 °C as mobile phase at a flow rate of 2.0 mL/min. Absorbance was measured @ 220 nm and 5 μL of 1 mg/mL of 6a or 7a in ethanol was injected. Compound 6a had a retention time of 11.91 min and an enantiomeric excess of 6a was determined to be 99.4%. Compound 7a had a retention time of 14.2 min and an enantiomeric excess of 7b was determined to be 99.9%.
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24. 2 @ 150 Bar and @ 35 °C as mobile phase at a flow rate of 2.0 mL/min. Absorbance was measured @ 220 nm and 5 μL of 1 mg/mL of 6b or 7b in ethanol was injected. Compound 6b had a retention time of 14.2 min and an enantiomeric excess of 6b was determined to be 97.7%. Compound 7b had a retention time of 15.8 min and an enantiomeric excess of 7b was determined to be 99.5%.
25. 2 @ 150 Bar and @ 35 °C as mobile phase at a flow rate of 2.0 mL/min. Absorbance was measured @ 220 nm and 5 μL of 1 mg/mL of 8a in ethanol was injected. Compound 8a had a retention time of 10.0 min and an enantiomeric excess of 8a was determined to be 96.2%. Compound 8b had a retention time of 12.6 min and an enantiomeric excess of 8b was determined to be 99.0%.
26. 4: 487.2597. Obtained: 487.2577.
27. +.
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