Hydrochloric Acid → HCID 86746248, compound

HRID 742869Notes

Reaction equation

HRID 742869 reaction equation
[N:1]#[N:2].C([O:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][C@H:15]([NH:31][C:32](=[O:51])[C@H:33]([CH2:47][C:48](=[O:50])[NH2:49])[NH:34][C:35]([C:37]2[CH:46]=[CH:45][C:44]3[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=3)[CH:38]=2)=[O:36])[C@H:16]([OH:30])[CH2:17][C@@:18]2([C:27]([NH2:29])=[O:28])[CH2:22][CH2:21][CH2:20][N:19]2[C:23]([CH3:26])([CH3:25])[CH3:24])=[CH:10][CH:9]=1)(C)(C)C.[ClH:52]>C(OCC)(=O)C>[N:1]#[N:2].[ClH:52].[OH:30][C@@H:16]([C@@H:15]([NH:31][C:32](=[O:51])[C@H:33]([CH2:47][C:48](=[O:50])[NH2:49])[NH:34][C:35]([C:37]1[CH:46]=[CH:45][C:44]2[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=2)[CH:38]=1)=[O:36])[CH2:14][C:11]1[CH:10]=[CH:9][C:8]([OH:7])=[CH:13][CH:12]=1)[CH2:17][C@@:18]1([C:27]([NH2:29])=[O:28])[CH2:22][CH2:21][CH2:20][N:19]1[C:23]([CH3:25])([CH3:26])[CH3:24]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86746250HCID 86746250, compound

Product 1

HCID 86746248HCID 86746248, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of 90 mg of N2 -[4-(4-tert.butoxyphenyl)-2(R)-hydroxy-3(S)-[[N-(2-naphthoyl)-L-asparaginyl]amino]butyl]-N1 -tert.butyl-L-prolinamide in 40 ml of 3.5M hydrogen chloride in ethyl acetate was stirred at room temperature for 30 minutes. The solvent was removed by evaporation and the residue was triturated with diethyl ether and filtered to give 80 mg of N2 -[2(R)-hydroxy-4-(4-hydroxyphenyl)-3(S)-[[N-(2-naphthoyl)-L-asparaginyl]amino]butyl]-N1 -tert.butyl-L-prolinamide hydrochloride as a white solid of melting point 171°-174° C.

Workup

  1. customThe solvent was removed by evaporation
  2. customthe residue was triturated with diethyl ether
  3. filtrationfiltered

Sources & evidence

ORD record
ord-eb71d7b851494c78bd0c5eea9a350cbb
Source dataset
uspto-grants-1996_09
Patent number
US05554756

Reaction notes

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