Trifluoroacetic acid → HCID 7020604, compound

HRID 2270107Notes

Reaction equation

HRID 2270107 reaction equation
[NH:1]([C:17]([O:19][CH2:20][CH:21]1[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[C:27]2[C:22]1=[CH:23][CH:24]=[CH:25][CH:26]=2)=[O:18])[C@H:2]([C:11]([O:13][CH2:14][CH:15]=[CH2:16])=[O:12])[CH2:3][C:4](=[O:10])[O:5]C(C)(C)C.C(O)(C(F)(F)F)=O>>[NH:1]([C:17]([O:19][CH2:20][CH:21]1[C:22]2[C:27](=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:28]2[C:33]1=[CH:32][CH:31]=[CH:30][CH:29]=2)=[O:18])[C@H:2]([C:11]([O:13][CH2:14][CH:15]=[CH2:16])=[O:12])[CH2:3][C:4](=[O:5])[OH:10]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 11662410HCID 11662410, compound

Product 1

HCID 7020604HCID 7020604, compound

Procedure

40 g (88.7 mmol) of Fmoc-Asp(OtBu)-Oallyl were treated with 25 ml of TFA and the mixture was stirred at room temperature for 30 minutes. The solvent was stripped off on a rotary evaporator. The residue was dried in vacuo. Fmoc-Asp(OH)-Oallyl was obtained as a yellow oil in a yield of 33.9 g (97%). ES(+)−MS: 395.2 (M+H)+

Workup

  1. customThe solvent was stripped off on a rotary evaporator
  2. customThe residue was dried in vacuo

Sources & evidence

ORD record
ord-cd711ef894ca47b9a145d3704378b2e8
Source dataset
uspto-grants-2001_12
Patent number
US06331552B1

Reaction notes

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