Methanol → HCID 66763218, compound

HRID 573796Notes

Reaction equation

[Na].CS([O:6][CH2:7][C:8]1[C:17]2[C@@H:18]([C:26]3[CH:31]=[CH:30][C:29]([C:32]([F:35])([F:34])[F:33])=[CH:28][CH:27]=3)[O:19][C:20]3([CH2:25][CH2:24][O:23][CH2:22][CH2:21]3)[C:16]=2[C:15]2[C@@H:14]([O:36][Si:37]([C:40]([CH3:43])([CH3:42])[CH3:41])([CH3:39])[CH3:38])[CH2:13][C:12]([CH3:45])([CH3:44])[CH2:11][C:10]=2[N:9]=1)(=O)=O.[CH3:46]O>C(OCC)C>[Si:37]([O:36][C@H:14]1[CH2:13][C:12]([CH3:45])([CH3:44])[CH2:11][C:10]2[N:9]=[C:8]([CH2:7][O:6][CH3:46])[C:17]3[C@@H:18]([C:26]4[CH:31]=[CH:30][C:29]([C:32]([F:35])([F:34])[F:33])=[CH:28][CH:27]=4)[O:19][C:20]4([CH2:25][CH2:24][O:23][CH2:22][CH2:21]4)[C:16]=3[C:15]1=2)([C:40]([CH3:43])([CH3:42])[CH3:41])([CH3:39])[CH3:38]

Participants

Conditions

Temperature: 0 °C

Procedure

20 mg Sodium are dissolved in 3 ml methanol cooled to 0° C. and treated dropwise with a solution of 57 mg ((3R,95)-9-(tert-butyldimethylsilyloxy)-7,7-dimethyl-3-(4-(trifluoromethyl)phenyl)-2′,3′,5′,6,6′,7,8,9-octahydro-3H-spiro[furo[3,4-c]quinoline-1,4′-pyran]-4-yl)methyl methanesulfonate in 0.5 ml methanol. After stirring for 12 hours at room temperature the mixture is diluted with diethylether, washed with saturated aqueous ammonium chloride and dried with magnesium sulphate. The solvents are evaporated in vacuo. The product is directly used in the next step.

Workup

washwashed with saturated aqueous ammonium chloride
dry with materialdried with magnesium sulphate
customThe solvents are evaporated in vacuo

Sources & evidence

ORD record: ord-0fa5bc242cb6482f97ca23d65914e7d5
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09029544B2

Reaction notes

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