Tetrahydrofuran → HCID 70977299, compound

HRID 591320Notes

Reaction equation

HRID 591320 reaction equation
[NH2:1][C@@H:2]([CH2:7][CH2:8][CH:9]([CH2:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][CH2:22][F:23])=[CH:17][CH:16]=1)[C:10]([O:12]C)=[O:11])[C:3]([O:5]C)=[O:4].O1CCCC1>[OH-].[Na+].O>[NH2:1][C@@H:2]([CH2:7][CH2:8][CH:9]([CH2:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][CH2:22][F:23])=[CH:17][CH:16]=1)[C:10]([OH:12])=[O:11])[C:3]([OH:5])=[O:4]

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 117812702HCID 117812702, compound

Product 1

HCID 70977299HCID 70977299, compoundYield 5.9%

Reagents, catalysts & solvents 2

HCID 14798Sodium HydroxideCatalystHCID 962WaterSolvent

Procedure

Dimethyl (2S)-2-amino-5-[4-(fluoromethoxy)benzyl]hexanedioate (37 mg, 113 μmol) was solved in 2 ml of a mixture of tetrahydrofurane and water (2:1), and to the solution, four drops of 1N sodium hydroxide were added. The mixture was stirred at room temperature for 14 h and then concentrated in vacuo. The residue was purified by preparative HPLC and the according fractions were lyophilized to yield 2 mg (4.3%) of the title compound.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue was purified by preparative HPLC

Sources & evidence

ORD record
ord-f50a787f8d5f4fea84ec6fe7e62b5a02
Source dataset
uspto-grants-2016_01
Patent number
US09238631B2

Reaction notes

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