Sodium Hydroxide → 3(S)-(2,3-Dihydro-benzofuran-6-yl)-3-(3-(1,2,3,4,6,7,8,9-octahydro-benzo[b][1,8]naphthyridin-8-yl)-propionylamino)-propionic acid

HRID 379249Notes

Reaction equation

HRID 379249 reaction equation
C([O:3][C:4](=[O:35])[CH2:5][C@@H:6]([C:26]1[CH:34]=[CH:33][C:29]2[CH2:30][CH2:31][O:32][C:28]=2[CH:27]=1)[NH:7][C:8](=[O:25])[CH2:9][CH2:10][CH:11]1[CH2:24][C:15]2=[N:16][C:17]3[NH:18][CH2:19][CH2:20][CH2:21][C:22]=3[CH:23]=[C:14]2[CH2:13][CH2:12]1)C.[OH-].[Na+]>>[O:32]1[C:28]2[CH:27]=[C:26]([C@@H:6]([NH:7][C:8](=[O:25])[CH2:9][CH2:10][CH:11]3[CH2:24][C:15]4=[N:16][C:17]5[NH:18][CH2:19][CH2:20][CH2:21][C:22]=5[CH:23]=[C:14]4[CH2:13][CH2:12]3)[CH2:5][C:4]([OH:35])=[O:3])[CH:34]=[CH:33][C:29]=2[CH2:30][CH2:31]1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 698949923(S)-(2,3-Dihydro-benzofuran-6-yl)-3-(3-(1,2,3,4,6,7,8,9-octahydro-benzo[b][1,8]naphthyridin-8-yl)-propionylamino)-propionic acid ethyl ester

Product 1

HCID 537360723(S)-(2,3-Dihydro-benzofuran-6-yl)-3-(3-(1,2,3,4,6,7,8,9-octahydro-benzo[b][1,8]naphthyridin-8-yl)-propionylamino)-propionic acid

Procedure

A solution of 14-5 (0.050 g, 0.105 mmol) and aqueous 1N NaOH (0.210 mL, 0.210 mmol) was stirred at room temperature for 3 h. The solution was concentrated. The residue was triturated with Et2O and the white solid collected by to give 14-6.

Workup

  1. concentrationThe solution was concentrated
  2. customThe residue was triturated with Et2O
  3. customthe white solid collected by
  4. customto give 14-6

Sources & evidence

ORD record
ord-2c1b3a2dd3ae4107ac4378c146461b41
Source dataset
uspto-grants-2001_10
Patent number
US06297249B1

Reaction notes

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