Hydrochloric Acid → HCID 13391125, compound

HRID 1074000Notes

Reaction equation

HRID 1074000 reaction equation
[CH2:1]([O:8][C:9](=[O:33])[C@@H:10]1[CH2:14][CH2:13][CH2:12][N:11]1[C:15](=[O:32])[C@H:16]([CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[NH:17]C(OC(C)(C)C)=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:34]>O1CCOCC1.O>[ClH:34].[CH2:1]([O:8][C:9](=[O:33])[C@@H:10]1[CH2:14][CH2:13][CH2:12][N:11]1[C:15](=[O:32])[C@H:16]([CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[NH2:17])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 11826518HCID 11826518, compound

Product 1

HCID 13391125HCID 13391125, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

N-t-butyloxycarbonyl-L-phenylalanyl-L-proline benzylester (29.87 g, 66 mmole) was dissolved in 4.5N hydrochloric acid in dioxane solution (220 ml), and stirred for 1.5 hours at room temperature. The solvent was distilled off under reduced pressure, and gelatinous solid material thus obtained was dissolved in water (250 ml). The solution was washed with diethyl ether and the water layer was freeze-dried to obtain L-phenylalanyl-L-proline benzylester hydrochloride(yield: 26.53 g, 100%).

Workup

  1. distillationThe solvent was distilled off under reduced pressure, and gelatinous solid material
  2. customthus obtained
  3. washThe solution was washed with diethyl ether
  4. dry with materialthe water layer was freeze-dried

Sources & evidence

ORD record
ord-8a74fd4a476b4c6eb575623464099430
Source dataset
uspto-grants-1990_11
Patent number
US04971993

Reaction notes

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