Barium hydroxide → HCID 14348570, compound

HRID 655003Notes

Reaction equation

HRID 655003 reaction equation
[CH3:1][CH:2]1[CH:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH:6]([NH:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:5]([CH3:21])[C:4](=[O:22])[O:3]1.[OH-:23].[Ba+2].[OH-]>O1CCCC1.O>[CH3:21][CH:5]([CH:6]([NH:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH:2]([OH:23])[CH3:1])[C:4]([OH:3])=[O:22]

Participants

5

Reactant 2

HCID 6093286Barium hydroxideHCID 14348563HCID 14348563, compound

Product 1

HCID 14348570HCID 14348570, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Ethyl (2SR,3SR,4RS,5RS)-tetrahydro-2,5-dimethyl-6-oxo-4-benzylamino-2H-pyrane-3-carboxylate (3 mg) and barium hydroxide (7 mg) were dissolved in a mixture of tetrahydrofuran and water (2:1) and stirred vigorously at room temperature for 1 hour. The reaction mixture was treated as in Reference Example 17 to give (2RS,3RS,4SR,5SR)-2-methyl-3-benzylamino-4-ethoxycarbonyl-5-hydroxyhexanoic acid.

Workup

  1. additionThe reaction mixture was treated as in Reference Example 17

Sources & evidence

ORD record
ord-5f643bde653545e4bb1884292b649066
Source dataset
uspto-grants-1992_07
Patent number
US05134231

Reaction notes

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