Dichloromethane → HCID 10253349, compound

HRID 2085606Notes

Reaction equation

HRID 2085606 reaction equation
[CH2:1]([O:3][C:4](=[O:33])/[CH:5]=[C:6](/[CH:8]=[CH:9]/[C@@H:10]1[CH2:12][C@@:11]1([C:14]1[CH:15]=[C:16]([CH2:25][CH2:26][CH:27]([OH:32])[CH2:28][CH2:29][CH2:30][CH3:31])[C:17]2[O:21][CH2:20][C:19]([CH3:23])([CH3:22])[C:18]=2[CH:24]=1)[CH3:13])\[CH3:7])[CH3:2].OC(CCCC)CCC1C2OCC(C)(C)C=2C=C([C@@]2(C)C[C@H]2/C=C/C(/C)=C/C(O)=O)C=1.ClCCl.C[N+]1([O-])CCOCC1>[Ru]([O-])(=O)(=O)=O.C([N+](CCC)(CCC)CCC)CC.C(#N)C>[CH2:1]([O:3][C:4](=[O:33])/[CH:5]=[C:6](/[CH:8]=[CH:9]/[C@@H:10]1[CH2:12][C@@:11]1([C:14]1[CH:15]=[C:16]([CH2:25][CH2:26][C:27](=[O:32])[CH2:28][CH2:29][CH2:30][CH3:31])[C:17]2[O:21][CH2:20][C:19]([CH3:22])([CH3:23])[C:18]=2[CH:24]=1)[CH3:13])\[CH3:7])[CH3:2]

Participants

7

Reactant 4

HCID 6344DichloromethaneHCID 82029Methyl morpholine oxideHCID 10002596HCID 10002596, compoundHCID 10456658HCID 10456658, compound

Product 1

HCID 10253349HCID 10253349, compound

Reagents, catalysts & solvents 2

HCID 178419074HCID 178419074, compoundCatalystHCID 6342AcetonitrileSolvent

Procedure

Following General Procedure F and using (E)-3-((E)-2-{(1S,2S)-2-[7-(3-hydroxy-heptyl)-3,3-dimethyl-2,3-dihydro-benzofuran-5-yl]-2-methyl-cyclopropyl}-vinyl)-but-2-enoic acid ethyl ester (Compound 38, 0.019 g, 0.042 mmol), dichloromethane (2.5 mL), acetonitrile (0.5 mL), 4A° molecular sieves powder (0.15 g), tetra-n-propylammoniumperruthenate (0.012 g) and N-methylmorpholine-N-oxide (0.07 g, 0.6 mmol), the title compound was obtained (0.012 g, 58%).

Sources & evidence

ORD record
ord-edd37151a15a4e9eab2a62231ef969a1
Source dataset
uspto-grants-2004_04
Patent number
US06720423B2

Reaction notes

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