Sodium Hydroxide → HCID 23322533, compound

HRID 279791Notes

Reaction equation

HRID 279791 reaction equation
[N:1]([CH:4]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][N:6]([CH:12]([C:14]([O:16]C)=[O:15])[CH3:13])[C:5]1=[O:18])=[N+:2]=[N-:3].[OH-].[Na+]>>[N:1]([CH:4]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][N:6]([CH:12]([C:14]([OH:16])=[O:15])[CH3:13])[C:5]1=[O:18])=[N+:2]=[N-:3]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 23322546HCID 23322546, compound

Product 1

HCID 23322533HCID 23322533, compound

Procedure

Saponify this ester with dilute NaOH, acidify the reaction mixture and extract with methylene chloride. After drying and concentration of the extracts, isolate 3-azido-1-(1-carboxyethyl)-perhydroazocin-2-one. Fractionally crystallize this material from acetonitrile as the dicyclohexylamine salt to obtain the desired diastereomer.

Workup

  1. extractionextract with methylene chloride
  2. customAfter drying

Sources & evidence

ORD record
ord-7e50e9ed9d114b3f9e49955a8d9a383c
Source dataset
uspto-grants-1986_05
Patent number
US04587050

Reaction notes

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