Hydrochloric Acid → HCID 70445412, compound

HRID 979449Notes

Reaction equation

HRID 979449 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][C:11](=[O:52])[C@@H:12]2[CH2:16][CH2:15][CH2:14][N:13]2[C:17](=[O:51])[CH2:18][N:19]([C:21](=[O:50])[C@H:22]([CH2:35][CH2:36][CH2:37][CH:38]([C:40]([O:42][CH2:43][C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)=[O:41])[NH2:39])[NH:23][C:24](=[O:34])[CH2:25][NH:26]C(OC(C)(C)C)=O)[CH3:20])=[CH:6][CH:5]=1)([O-:3])=[O:2].[ClH:53]>C(OCC)(=O)C>[ClH:53].[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([O:10][C:11](=[O:52])[C@@H:12]2[CH2:16][CH2:15][CH2:14][N:13]2[C:17](=[O:51])[CH2:18][N:19]([C:21](=[O:50])[C@H:22]([CH2:35][CH2:36][CH2:37][CH:38]([C:40]([O:42][CH2:43][C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)=[O:41])[NH2:39])[NH:23][C:24](=[O:34])[CH2:25][NH2:26])[CH3:20])=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86741547HCID 86741547, compound

Product 1

HCID 70445412HCID 70445412, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

3.10 g (0.0043 mol) of tertiary butyloxycarbonylglycyl-ε-benzyloxycarbonyl-L-lysyl-sarcosyl-L-proline p-nitrophenyl ester was treated with 37 ml of a solution prepared by dissolving dry hydrogen chloride gas in ethyl acetate and adjusting the solution to a concentration of 3.5N while cooled with ice water for one hour. The product of this treatment was distilled to expel the solvent. The residue was solidified with ether. Consequently, there was obtained 2.74 g (yield 97%) of glycyl-ε-benzyloxycarbonyl-L-lysyl-sarcosyl-L-proline p-nitrophenyl ester hydrochloride.

Workup

  1. customprepared
  2. distillationThe product of this treatment was distilled

Sources & evidence

ORD record
ord-78e667d746a34180a4d5e87b2b825d80
Source dataset
uspto-grants-1987_05
Patent number
US04668397

Reaction notes

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