Diethyl Ether → O-Benzyl Glycine Hydroxamic Acid Trifluoroacetate

HRID 436916Notes

Reaction equation

HRID 436916 reaction equation
C(OC([NH:8][CH2:9][C:10]([NH:12][O:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:11])=O)(C)(C)C.CCOCC.[F:26][C:27]([F:32])([F:31])[C:28]([OH:30])=[O:29]>>[F:26][C:27]([F:32])([F:31])[C:28]([OH:30])=[O:29].[CH2:14]([O:13][NH:12][C:10](=[O:11])[CH2:9][NH2:8])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 6422Trifluoroacetic acidHCID 146947022-[(tert-Butoxy)carbonylamino]-N-(phenylmethoxy)acetamide

Product 1

HCID 86734842O-Benzyl Glycine Hydroxamic Acid Trifluoroacetate

Procedure

T-Butyloxycarbonyl-O-benzyl glycine hydroxamic acid [(17.5 g, 62.5 mMol) see Step A] was dissolved in trifluoroacetic acid (25 ml), stirred at room temperature thirty minutes, and ether (200 ml) added. The product was filtered and dried to yield: 9.0 g, m.p. 122°-124°.

Workup

  1. filtrationThe product was filtered
  2. customdried to yield: 9.0 g, m.p. 122°-124°

Sources & evidence

ORD record
ord-96cd1edef6b048ce88592ae00f6774ea
Source dataset
uspto-grants-1977_06
Patent number
US04028401

Reaction notes

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