Hydrochloric Acid → Benzyl L-valyl-L-prolinate hydrochloride

HRID 487737Notes

Reaction equation

HRID 487737 reaction equation
[CH2:1]([O:8][C:9](=[O:29])[C@@H:10]1[CH2:14][CH2:13][CH2:12][N:11]1[C:15](=[O:28])[C@H:16]([CH:25]([CH3:27])[CH3:26])[NH:17]C(OC(C)(C)C)=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:30]>O1CCOCC1>[ClH:30].[CH2:1]([O:8][C:9](=[O:29])[C@@H:10]1[CH2:14][CH2:13][CH2:12][N:11]1[C:15](=[O:28])[C@H:16]([CH:25]([CH3:27])[CH3:26])[NH2:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 14304307Boc-Val-Pro-OBzl

Product 1

HCID 14304310Benzyl L-valyl-L-prolinate hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

N-(tert-Butoxycarbonyl)-L-valyl-L-proline benzyl ester (20.0 g) was dissolved in 4N hydrogen chloride in dioxane (30 ml) under ice bath cooling. After being stirred at room temperature for one hour, the reaction mixture was evaporated under reduced pressure. The residue was pulverized with ether to give L-valyl-L-proline benzyl ester hydrochloride (14.56 g).

Workup

  1. temperaturecooling
  2. customthe reaction mixture was evaporated under reduced pressure

Sources & evidence

ORD record
ord-1465199f80774cf499f64af179e39f60
Source dataset
uspto-grants-1994_03
Patent number
US05296591

Reaction notes

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