Hydrochloric Acid → 3-(4-thiazolyl)-L-alanyl-L-proline benzyl ester hydrochloride

HRID 429752Notes

Reaction equation

HRID 429752 reaction equation
[CH2:1]([O:8][C:9](=[O:32])[C@@H:10]1[CH2:14][CH2:13][CH2:12][N:11]1[C:15](=[O:31])[C@H:16]([CH2:25][C:26]1[N:27]=[CH:28][S:29][CH:30]=1)[NH:17]C(OC(C)(C)C)=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:33].C(OCC)C>C(OCC)(=O)C>[ClH:33].[CH2:1]([O:8][C:9](=[O:32])[C@@H:10]1[CH2:14][CH2:13][CH2:12][N:11]1[C:15](=[O:31])[C@H:16]([CH2:25][C:26]1[N:27]=[CH:28][S:29][CH:30]=1)[NH2:17])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 53753215N-(tert-butyloxycarbonyl)-3-(4-thiazolyl)-L-alanyl-L-proline benzyl ester

Product 1

HCID 695482333-(4-thiazolyl)-L-alanyl-L-proline benzyl ester hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a solution of the compound (30) (3 g, 6.528 mmol) in ethyl acetate (10 ml) was added a solution of 4N hydrogen chloride in ethyl acetate (33 ml) under ice-cooling and the resulting mixture was stirred for 3 h. To the reaction mixture was added diethyl ether and the precipitation which apl)eare(d was filtered off to give 2.77 g of compound (32). This compound was used in the next reaction without purification.

Workup

  1. temperaturecooling
  2. customthe precipitation which
  3. filtrationapl)eare(d was filtered off

Sources & evidence

ORD record
ord-41fd3c3654b042a783244e6a396d0701
Source dataset
uspto-grants-2001_11
Patent number
US06319902B1

Reaction notes

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