Hydrochloric Acid → L-isoleucyl-L-proline benzylester hydrochloride

HRID 1073997Notes

Reaction equation

HRID 1073997 reaction equation
[CH2:1]([O:8][C:9](=[O:30])[C@@H:10]1[CH2:14][CH2:13][CH2:12][N:11]1[C:15](=[O:29])[C@H:16]([C@H:25]([CH2:27][CH3:28])[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:31]>O1CCOCC1.C(OCC)C>[ClH:31].[CH2:1]([O:8][C:9](=[O:30])[C@@H:10]1[CH2:14][CH2:13][CH2:12][N:11]1[C:15](=[O:29])[C@H:16]([C@H:25]([CH2:27][CH3:28])[CH3:26])[NH2:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 14306235Boc-Ile-Pro-OBzl

Product 1

HCID 14306240L-isoleucyl-L-proline benzylester hydrochlorideYield 92.9%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent

Procedure

N-t-butyloxycarbonyl-L-isoleucyl-L-proline benzylester (39.76 g, 95 mmole) was dissolved in 4N hydrochloric acid in dioxane (360 ml), and stirred for 30 minutes at room temperature. The solvent was distilled and the residue thus obtained was powdered in diethyl ether to obtain L-isoleucyl-L-proline benzylester hydrochloride(yield: 31.31 g, 92.9%).

Workup

  1. distillationThe solvent was distilled
  2. customthe residue thus obtained

Sources & evidence

ORD record
ord-2bb9f746c0874a6a9cb3d38a698c4c84
Source dataset
uspto-grants-1990_11
Patent number
US04971993

Reaction notes

Loading…