Acetate-hydrochloric acid → HCID 178455999, compound

HRID 1655732Notes

Reaction equation

HRID 1655732 reaction equation
C([O:5][C:6](=[O:60])[CH2:7][N:8](C(OC(C)(C)C)=O)[CH2:9][CH2:10][NH:11][C:12](=[O:52])[CH2:13][CH:14]([C:22](=[O:51])[NH:23][C@H:24]([C:31](=[O:50])[NH:32][C@@H:33]([CH2:43][CH:44]1[CH2:49][CH2:48][CH2:47][CH2:46][CH2:45]1)[C@@H:34]([OH:42])[CH2:35][C@@H:36]([CH:39]([CH3:41])[CH3:40])[CH:37]=[CH2:38])[CH2:25][C:26]1[N:27]=[CH:28][NH:29][CH:30]=1)[CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)(C)(C)C.[ClH:61].C(O)(=O)C>C(O)(=O)C>[ClH:61].[ClH:61].[CH:44]1([CH2:43][C@H:33]([NH:32][C:31]([C@@H:24]([NH:23][C:22]([CH:14]([CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:13][C:12]([NH:11][CH2:10][CH2:9][NH:8][CH2:7][C:6]([OH:60])=[O:5])=[O:52])=[O:51])[CH2:25][C:26]2[N:27]=[CH:28][NH:29][CH:30]=2)=[O:50])[C@@H:34]([OH:42])[CH2:35][C@@H:36]([CH:39]([CH3:40])[CH3:41])[CH:37]=[CH2:38])[CH2:45][CH2:46][CH2:47][CH2:48][CH2:49]1

Participants

4

Reactant 2

HCID 22641269Acetate-hydrochloric acidHCID 178456000HCID 178456000, compound

Product 1

HCID 178455999HCID 178455999, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

100 mg (0.13 mmol) of t-butoxycarbonyl [2-[(RS)-3-[[(S)-1-[[(1S,2S,4S)-1-(cyclohexylmethyl)-2-hydroxy-4-isopropyl-5-hexenyl]carbamoyl]- 2 imidazol-4-ylethyl]carbamoyl]-4-phenylbutyramido]ethyl]glycine t-butyl ester were dissolved in 2 ml of acetic acid and stirred at room temperature for 3 hours with 4 ml of 1N hydrochloric acid/acetic acid. Thereafter, the reaction mixture was evaporated under reduced pressure and the residue was digested with ether and filtered off, to give N-[2-[(RS)-3-[[(S)-1-[[(1S,2S,4S)-1-(cyclohexylmethyl)-2-hydroxy-4-isopropyl-5-hexenyl]carbamoyl]-2-imidazol 4-ylethyl]carbamoyl]-4-phenylbutyramido]ethyl]glycine dihydro chloride as a powder, MS: 681 (M+H)+.

Workup

  1. customThereafter, the reaction mixture was evaporated under reduced pressure
  2. filtrationfiltered off

Sources & evidence

ORD record
ord-246c0e48db96431285cc868ed9004742
Source dataset
uspto-grants-1993_10
Patent number
US05250517

Reaction notes

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