Hydrochloric Acid → HCID 86745833, compound

HRID 1196384Notes

Reaction equation

HRID 1196384 reaction equation
CC1(C)CO[CH:5]([CH:8]([C@@H:10]2[C@:27]3([CH3:28])[C@H:13]([C:14]4[C@H:24]([CH2:25][CH2:26]3)[C@:22]3([CH3:23])[C:17]([CH2:18][C@@H:19]([O:39][C:40](=[O:43])[NH:41][CH3:42])[CH2:20][C@@H:21]3[O:29][C:30](=[O:38])[NH:31][C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)=[CH:16][CH:15]=4)[CH2:12][CH2:11]2)[CH3:9])[O:4]C1.Cl>C(O)C>[CH3:42][NH:41][C:40]([O:39][C@H:19]1[CH2:20][C@H:21]([O:29][C:30](=[O:38])[NH:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C@@:22]2([CH3:23])[C:17](=[CH:16][CH:15]=[C:14]3[C@@H:24]2[CH2:25][CH2:26][C@@:27]2([CH3:28])[C@H:13]3[CH2:12][CH2:11][C@@H:10]2[CH:8]([CH:5]=[O:4])[CH3:9])[CH2:18]1)=[O:43]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67852879HCID 67852879, compound

Product 1

HCID 86745833HCID 86745833, compoundYield 57.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

In 5 ml of ethanol was dissolved 105 mg of 20-(5,5-dimethyl-1,3-dioxan-2-yl)-1α-(N-phenylcarbamoyl)oxy-3β-(N-methylcarbamoyl)oxypregna-5,7-diene, followed by addition of 1 ml of 3N-hydrochloric acid, and the mixture was stirred in an atmosphere of argon gas at 40° C. for 3 hours. The reaction mixture was then worked up in the same manner as Example 156 to give 52 mg of 3β-(N-methylcarbamoyl)oxy-1α-(N-phenylcarbamoyl)oxypregna-5,7-diene-20-carbaldehyde showing the following physical properties.

Sources & evidence

ORD record
ord-f5fab814e8d2422db7da120e13c7569e
Source dataset
uspto-grants-1992_05
Patent number
US05112998

Reaction notes

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