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Z-Pro-Val-OtBu → Z-Pro-val-OH

HRID 1086116
Notes
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Reaction equation

HRID 1086116 reaction equation
[N:1]1([C:20]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[O:21])[CH2:19][CH2:18][CH2:17][C@H:2]1[C:3]([NH:5][C@H:6]([C:10]([O:12]C(C)(C)C)=[O:11])[CH:7]([CH3:9])[CH3:8])=[O:4]>FC(F)(F)C(O)=O>[N:1]1([C:20]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[O:21])[CH2:19][CH2:18][CH2:17][C@H:2]1[C:3]([NH:5][C@H:6]([C:10]([OH:12])=[O:11])[CH:7]([CH3:8])[CH3:9])=[O:4]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 12286264Z-Pro-Val-OtBu

Product 1

HCID 73512Z-Pro-val-OH

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

2.63 g of Z-Pro-Val-OtBu are dissolved in 20 ml of 90% trifluoroacetic acid. The mixture is left to stand at room temperature for one hour, and is concentrated. The residue is triturated with water. The precipitate is filtered off with suction and dried over P2O5. For further purification, the product is chromatographed on silica gel in CH2Cl2 /CH30H/petroleum ether/acetic acid/water 18:1:2:0.1:0.1.

Workup

  1. waitThe mixture is left
  2. concentrationis concentrated
  3. customThe residue is triturated with water
filtration
The precipitate is filtered off with suction
  • dry with materialdried over P2O5
  • customFor further purification
  • customthe product is chromatographed on silica gel in CH2Cl2 /CH30H/petroleum ether/acetic acid/water 18:1:2:0.1:0.1
  • Sources & evidence

    ORD record
    ord-52ffc8ad769b493bbb8bb86c7e324a86
    Source dataset
    uspto-grants-1991_04
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US05011825

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes