(Aminooxy)acetic acid → HCID 131723791, compound

HRID 2250825Notes

Reaction equation

HRID 2250825 reaction equation
Cl.[NH2:2][O:3][CH2:4][C:5]([OH:7])=[O:6].[NH2:8][CH:9]1[CH:12]2[S:13][CH2:14][C:15]3[CH:19](O)[O:18][C:17](=[O:21])[C:16]=3[N:11]2[C:10]1=[O:22]>O>[NH2:8][CH:9]1[C:10](=[O:22])[N:11]2[C:16]([C:17]([OH:21])=[O:18])=[C:15]([CH:19]=[N:2][O:3][CH2:4][C:5]([OH:7])=[O:6])[CH2:14][S:13][C@H:12]12

Participants

5

Reactant 3

HCID 286(Aminooxy)acetic acidHCID 313Hydrochloric Acid2×HCID 18623119HCID 18623119, compound

Product 1

HCID 131723791HCID 131723791, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 1.86 g of the hydrochloride of aminooxyacetic acid in 20 ml of water is treated under stirring at 0° with 3.16 g of the hydrochloride of 6-amino-1,4,5a,6-tetrahydro-3-hydroxy-1,7-dioxo-3H,7H-azeto[2,1-b]furo[3,4-d][1,3]thiazin. The mixture is stirred for ca. 8 hours at 0°. 7-Amino-3-[[(carboxymethoxy)imino]methyl]-3-cephem-4-carboxylic acid precipitates in form of colourless crystals, which are filtered off, washed with 5 ml of cold water and 5 ml of acetone and dried.

Workup

  1. custom7-Amino-3-[[(carboxymethoxy)imino]methyl]-3-cephem-4-carboxylic acid precipitates in form of colourless crystals, which
  2. filtrationare filtered off
  3. washwashed with 5 ml of cold water and 5 ml of acetone
  4. customdried

Sources & evidence

ORD record
ord-fb0190b8a36e4886ab798c5ca073ad4d
Source dataset
uspto-grants-2008_01
Patent number
US07317101B2

Reaction notes

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