Imidazole → HCID 22872548, compound

HRID 1779933Notes

Reaction equation

HRID 1779933 reaction equation
[CH3:1][C@@H:2]1[C@:26]2([O:32][CH2:31][C@H:29]([CH3:30])[CH2:28][CH2:27]2)[O:25][C@H:4]2[CH2:5][C@@H:6]3[C@@:20]([CH3:21])([C@@H:3]12)[C@H:19]([OH:22])[C:18](=[O:23])[C@H:17]1[C@H:7]3[CH2:8][CH2:9][C@@H:10]2[C@:15]1([CH3:16])[CH2:14][CH2:13][C@H:12]([OH:24])[CH2:11]2.[C:33]([Si:37]([CH3:40])([CH3:39])Cl)([CH3:36])([CH3:35])[CH3:34].N1C=CN=C1>CN(C=O)C>[Si:37]([O:24][C@H:12]1[CH2:13][CH2:14][C@@:15]2([CH3:16])[C@@H:10]([CH2:9][CH2:8][C@@H:7]3[C@@H:17]2[C:18](=[O:23])[C@@H:19]([OH:22])[C@@:20]2([CH3:21])[C@H:6]3[CH2:5][C@@H:4]3[O:25][C@@:26]4([O:32][CH2:31][C@H:29]([CH3:30])[CH2:28][CH2:27]4)[C@@H:2]([CH3:1])[C@@H:3]32)[CH2:11]1)([C:33]([CH3:36])([CH3:35])[CH3:34])([CH3:40])[CH3:39]

Participants

5

Reactant 3

HCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 15891086023-87-2

Product 1

HCID 22872548HCID 22872548, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using the procedure described in J. Am. Chem. Soc., 1972, 94, 6190, (3β,5α,12β,25R)-spirostan-3,12-diol-11-one (see preparation G6) was silylated with t-butyldimethylchlorosilane and imidazole in DMF to give the title compound.

Sources & evidence

ORD record
ord-823a438c229b4258bc4af99451305d52
Source dataset
uspto-grants-1997_05
Patent number
US05629295

Reaction notes

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