BOC-Leu-Lys(Z) → H-Leu-Lys(Z)-OH

HRID 330055Notes

Reaction equation

HRID 330055 reaction equation
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:7]([NH:9][C@H:10]([C:26]([OH:28])=[O:27])[CH2:11][CH2:12][CH2:13][CH2:14][NH:15][C:16]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17])=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5]>Cl.CC(O)=O>[NH2:1][C@H:2]([C:7]([NH:9][C@H:10]([C:26]([OH:28])=[O:27])[CH2:11][CH2:12][CH2:13][CH2:14][NH:15][C:16]([O:18][CH2:19][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)=[O:17])=[O:8])[CH2:3][CH:4]([CH3:5])[CH3:6]

Participants

3

Reactant 1

HCID 13857776BOC-Leu-Lys(Z)

Product 1

HCID 121596127H-Leu-Lys(Z)-OHYield 140.7%

Reagents, catalysts & solvents 1

HCID 22641269Acetate-hydrochloric acidSolvent

Procedure

In 90.8 ml of 2N HCl/AcOH, 22.8 g (36.3 mmol) of BOC-Leu-Lys(Z)-CHA was dissolved and reacted at room temperature for 2 hours. After the reaction, deposited crystals were reprecipitated in 1000 ml of ether, filtered and dried to yield 20.1 g (98.0%) of H-Leu-Lys(Z)-CHA.HCl.

Workup

  1. customreacted at room temperature for 2 hours
  2. customAfter the reaction
  3. customwere reprecipitated in 1000 ml of ether
  4. filtrationfiltered
  5. customdried

Sources & evidence

ORD record
ord-1accbc79cf234868ae7a2cf2f1966d85
Source dataset
uspto-grants-1990_01
Patent number
US04894438

Reaction notes

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