Hydrochloric Acid → HCID 70132136, compound

HRID 2289682Notes

Reaction equation

HRID 2289682 reaction equation
[ClH:1].C(OC(=O)[NH:8][CH2:9][CH2:10][CH2:11][CH2:12][C@H:13]([NH:52]C(OC(C)(C)C)=O)[C:14](=[O:51])[NH:15][C:16]1[CH:21]=[C:20]([CH:22]([CH3:24])[CH3:23])[C:19]([O:25][S:26](=[O:47])(=[O:46])[NH:27][C:28](=[O:45])[CH2:29][C:30]2[C:35]([CH:36]([CH3:38])[CH3:37])=[CH:34][C:33]([CH:39]([CH3:41])[CH3:40])=[CH:32][C:31]=2[CH:42]([CH3:44])[CH3:43])=[C:18]([CH:48]([CH3:50])[CH3:49])[CH:17]=1)(C)(C)C>CO>[ClH:1].[ClH:1].[NH2:52][C@@H:13]([CH2:12][CH2:11][CH2:10][CH2:9][NH2:8])[C:14]([NH:15][C:16]1[CH:21]=[C:20]([CH:22]([CH3:24])[CH3:23])[C:19]([O:25][S:26](=[O:46])(=[O:47])[NH:27][C:28](=[O:45])[CH2:29][C:30]2[C:31]([CH:42]([CH3:43])[CH3:44])=[CH:32][C:33]([CH:39]([CH3:40])[CH3:41])=[CH:34][C:35]=2[CH:36]([CH3:37])[CH3:38])=[C:18]([CH:48]([CH3:50])[CH3:49])[CH:17]=1)=[O:51]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 10234568HCID 10234568, compound

Product 1

HCID 70132136HCID 70132136, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

HCl (g) was bubbled through a solution of (S)-[5-tert-butoxycarbonylamino-5-(3,5-diisopropyl-4-{[(2,4,6-triisopropyl-phenyl)-acetyl]sulfamoyloxy}-phenylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester (1.08 g, 1.3 mmol) in 150 mL methanol for 30 minutes. The reaction was concentrated, and the resulting foam was triturated with 5% dichloromethane/hexanes to give 0.88 g (96%) of the title compound as a tan solid; mp 172-179° C.

Workup

  1. concentrationThe reaction was concentrated
  2. customthe resulting foam was triturated with 5% dichloromethane/hexanes

Sources & evidence

ORD record
ord-8200219d92974ca4a280ae24a5ebb741
Source dataset
uspto-grants-2000_07
Patent number
US06093744

Reaction notes

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