Sodium Bicarbonate → HCID 15670287, compound

HRID 1646315Notes

Reaction equation

HRID 1646315 reaction equation
C(OC([NH:8][CH2:9][C:10]([S:12][CH2:13][CH:14]([CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[C:15]([NH:17][C:18]1[CH:19]=[C:20]([CH:24]=[CH:25][CH:26]=1)[C:21]([OH:23])=[O:22])=[O:16])=[O:11])=O)(C)(C)C.C(=O)([O-])O.[Na+]>FC(F)(F)C(O)=O>[NH2:8][CH2:9][C:10]([S:12][CH2:13][CH:14]([CH2:27][C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)[C:15]([NH:17][C:18]1[CH:19]=[C:20]([CH:24]=[CH:25][CH:26]=1)[C:21]([OH:23])=[O:22])=[O:16])=[O:11]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 15670286HCID 15670286, compound

Product 1

HCID 15670287HCID 15670287, compoundYield 64.9%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

3-[[2-[N-(t-butyloxycarbonyl)glycylthiomethyl]-3-phenylpropionyl]amino]benzoic acid (compound of Example 165) (0.43 g) is dissolved in trifluoroacetic acid (3 ml), and the mixture is stirred at room temperature for 30 minutes and adjusted to pH 4.0 with aqueous sodium hydrogen carbonate solution, and then is purified by a medium pressure column chromatography with CHP-20P (eluant, water-acetonitrile). The fractions containing the desired compound are collected and concentrated under reduced pressure, and thereto is added dioxane, and the solution is lyophilized to give the title compound (0.22 g).

Workup

  1. customis purified by a medium pressure column chromatography with CHP-20P (eluant, water-acetonitrile)
  2. additionThe fractions containing the desired compound
  3. customare collected
  4. concentrationconcentrated under reduced pressure
  5. additionis added dioxane

Sources & evidence

ORD record
ord-0a55694c363b44688c2496d9fd8565d1
Source dataset
uspto-grants-1993_01
Patent number
US05179125

Reaction notes

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