Hydrochloric Acid → HCID 178449996, compound

HRID 2294700Notes

Reaction equation

HRID 2294700 reaction equation
[CH:1]1([CH2:7][C@H:8]([NH:16][C:17]([C@@H:19]([NH:26][C:27]([C@H:29]([CH2:46][C:47]2[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=2)[CH2:30][S:31]([C:34]([CH3:45])([CH3:44])[CH2:35][NH:36]C(=O)OC(C)(C)C)(=[O:33])=[O:32])=[O:28])[CH2:20][C:21]2[N:22]=[CH:23][NH:24][CH:25]=2)=[O:18])[C@@H:9]([OH:15])[C@H:10]([CH:12]2[CH2:14][CH2:13]2)[OH:11])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[ClH:53]>O1CCOCC1>[ClH:53].[ClH:53].[NH2:36][CH2:35][C:34]([S:31]([CH2:30][CH:29]([CH2:46][C:47]1[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1)[C:27]([NH:26][C@@H:19]([CH2:20][C:21]1[N:22]=[CH:23][NH:24][CH:25]=1)[C:17]([NH:16][C@@H:8]([CH2:7][CH:1]1[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1)[C@@H:9]([OH:15])[C@H:10]([CH:12]1[CH2:13][CH2:14]1)[OH:11])=[O:18])=[O:28])(=[O:33])=[O:32])([CH3:45])[CH3:44]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178453493HCID 178453493, compound

Product 1

HCID 178449996HCID 178449996, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A solution of 32 mg (0.043 mmol) of tert-butyl [2-[[(S)-2-[[(S)-1-[[(1S,2R,3S)-1-(cyclohexylmethyl)-3-cyclopropyl-2,3-dihydroxypropyl]carbamoyl]-2-imidazol-4-ylethyl]carbamoyl]-3-phenylpropyl]sulphonyl]-2-methylpropyl]carbamate in 2 ml of dioxan is treated with 2 ml (4 mmol) of 2N hydrochloric acid in dioxan while cooling with ice and stirred for 1 hour. Subsequently, the solution is lyophilized and there are obtained 30 mg of (S)-α-[(S)-α-[[[(2-amino-1,1-dimethylethyl)sulphonyl]methyl]hydrocinnamamido]-N-[(1S,2R,3S)-1-(cyclohexylmethyl)-3-cyclopropyl-2,3-dihydroxypropyl]imidazole-4-propionamide dihydrochloride as a colourless powder; MS: 646 (M+H)+.

Workup

  1. temperaturewhile cooling with ice

Sources & evidence

ORD record
ord-132d206707204d62993bf44bb34a2b67
Source dataset
uspto-grants-1997_11
Patent number
US05688946

Reaction notes

Loading…