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ChemicalBook CAS DataBase List (9S)-9-hydroxy-6,7,8,9-tetrahydrocyclohepta[b]pyridin-5-one
1190363-43-9

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

2synthesis methods
39713-40-1 Synthesis
7,8-dihydro-5H-cyclohepta[b]pyridine-5,9(6H)-dione

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

1190363-44-0 Synthesis
(9R)-9-hydroxy-6,7,8,9-tetrahydrocyclohepta[b]pyridin-5-one

1190363-44-0
68 suppliers
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(9S)-9-hydroxy-6,7,8,9-tetrahydrocyclohepta[b]pyridin-5-one

1190363-43-9
15 suppliers
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Yield:-

Reaction Conditions:

with Rh-(S-Binap)(COD)BF4;hydrogen in tetrahydrofuran at 20 - 30; under 2068.65 - 2585.81 Torr; for 48 h;Overall yield = 80.1 percent; Overall yield = 16.2 g; Optical yield = 85 percent ee;

Steps:

4 Example 4 Preparation of compound of formula III-a

20.0g (0.12mol, 1.0eq.) of cycloheptane[b]pyridine-5,9-dione, Rh- (S-Binap) (COD)BF4 0.08g (0.0009mol, 0.0075eq) and tetrahydrofuran 80mL, replace nitrogen three times, replace Hydrogen three times, pass hydrogen to pressure 40-50psi, 20-30 , react for 48 hours. 30wt% silica gel pad was filtered and concentrated to obtain the desired The target product was 16.2 g, the yield was 80.1%, and the e value was 85%.

References:

CN114805206,2022,A Location in patent:Paragraph 0132; 0168-0169