Trifluoroacetic acid → HCID 178500813, compound

HRID 841139Notes

Reaction equation

HRID 841139 reaction equation
[CH3:1][O:2][C:3](=[O:54])[CH2:4][CH2:5][N:6]([C:15](=[O:53])[C@@H:16]([NH:42][C:43]([O:45][CH2:46][C:47]1[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1)=[O:44])[CH2:17][C:18]1[N:19]=[CH:20][N:21](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH:22]=1)[CH2:7][C:8]([O:10]C(C)(C)C)=[O:9].FC(F)(F)C(O)=O>>[CH3:1][O:2][C:3](=[O:54])[CH2:4][CH2:5][N:6]([C:15](=[O:53])[C@@H:16]([NH:42][C:43]([O:45][CH2:46][C:47]1[CH:48]=[CH:49][CH:50]=[CH:51][CH:52]=1)=[O:44])[CH2:17][C:18]1[N:19]=[CH:20][NH:21][CH:22]=1)[CH2:7][C:8]([OH:10])=[O:9]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69904971(S)3-{[2-Benzyloxycarbonylamino-3-(1-trityl-1H-imidazol-4-yl)-propionyl]-tert-butoxycarbonylmethyl-amino}-propionic acid methyl ester

Product 1

HCID 178500813HCID 178500813, compoundYield 91%

Procedure

The compound from Step 2 (1.38 g, 1.9 mmol) was treated with 95% aqueous trifluoroacetic acid for 1.5 hours. The solvent was reduced to a few milliliters, and pipetted into 200 mL of ether/hexanes. The product was allowed to precipitate overnight at −40° C. The solid was collected, rinsed and dried; 0.75 g (91% yield).

Workup

  1. customto precipitate overnight at −40° C
  2. customThe solid was collected
  3. washrinsed
  4. customdried

Sources & evidence

ORD record
ord-acc4496bc6a245be8284a4d3002f006f
Source dataset
uspto-grants-2002_04
Patent number
US06369034B1

Reaction notes

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