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

HRID 1647089Notes

Reaction equation

HRID 1647089 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-08a0d85c0a6146878f003af338dbb2ea
Source dataset
uspto-grants-1995_07
Patent number
US05430025

Reaction notes

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