ChemicalBook CAS DataBase List (9R)-9-hydroxy-6,7,8,9-tetrahydrocyclohepta[b]pyridin-5-one

(9R)-9-hydroxy-6,7,8,9-tetrahydrocyclohepta[b]pyridin-5-one synthesis

5synthesis methods

Product Name:(9R)-9-hydroxy-6,7,8,9-tetrahydrocyclohepta[b]pyridin-5-one
CAS Number:1190363-44-0
Molecular formula:C10H11NO2
Molecular Weight:177.2

39713-40-1 Synthesis

7,8-dihydro-5H-cyclohepta[b]pyridine-5,9(6H)-dione

39713-40-1
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(9R)-9-hydroxy-6,7,8,9-tetrahydrocyclohepta[b]pyridin-5-one

1190363-44-0
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Yield:1190363-44-0 93.5%

Reaction Conditions:

with formic acid;(R,R)-Ts-DENEB;Triethyl orthoacetate;triethylamine in dichloromethane at 20; for 18 h;Inert atmosphere;Reagent/catalyst;Solvent;

Steps:

1-7 Example 1

Under nitrogen atmosphere, compound II (3.5 g, 19.98 mmol, 1.0 eq), catalyst Cat01 (27.6 mg, 0.04 mmol, 0.2% eq), dichloromethane (40 mL) were added to the reaction vessel, and the mixture was stirred and dissolved, and triethyl acetate was added successively. Amine (893.5 mg, 8.83 mmol, 0.44 eq) and formic acid (1.006 g, 21.86 mmol, 1.09 eq) were washed with 1 mL of DCM and added to the reaction solution together, and reacted at room temperature for 18 h to stop the reaction.The reaction solution was mixed with silica gel, eluted by column chromatography, eluent: n-hexane/ethyl acetate, volume ratio 4:13:1; the collected product was distilled under reduced pressure at 40°C until no fractions flowed out to obtain compound I : 3.31g, light yellow liquid, yield 93.50%, HPLC purity 99.5%, ee: 99.78%;

References:

CN113717103,2021,A Location in patent:Paragraph 0067-0107

39713-40-1 Synthesis

39713-40-1
136 suppliers
$155.00/50mg

1190363-44-0
65 suppliers
inquiry

1190363-43-9 Synthesis