Ethyl Acetate → HCID 86737318, compound

HRID 224487Notes

Reaction equation

HRID 224487 reaction equation
C(O[C@@H:5]1[C@@H:10]([NH:11][C:12](=[O:17])[C:13]([F:16])([F:15])[F:14])[C@H:9]([O:18][C:19](=[O:21])[CH3:20])[C@@H:8]([CH2:22][O:23][C:24](=[O:26])[CH3:25])[O:7][C@@H:6]1Br)(=O)C.C(OCC)(=[O:30])C>>[C:19]([O:18][C@@H:9]1[C@@H:8]([CH2:22][O:23][C:24](=[O:26])[CH3:25])[O:7][C:6]([OH:30])=[CH:5][C@H:10]1[NH:11][C:12](=[O:17])[C:13]([F:16])([F:15])[F:14])(=[O:21])[CH3:20]

Participants

3

Reactant 2

HCID 8857Ethyl AcetateHCID 54089296HCID 54089296, compound

Product 1

HCID 86737318HCID 86737318, compound

Procedure

2,4,6-Tri-O-acetyl-1-bromo-1,3-dideoxy-3-trifluoroacetamido-α-D-glucopyranose [Chem. Ber. 104, 1 (1971)] is added to the cooled mixture at 5°-15° and continued stirring for 2.5 hours at 5°. When the reaction is complete as measured by TLC (ethyl acetate-SSB, 1:2) the mixture is filtered over a pad of filter-aid and washed with methylene chloride.

Workup

  1. filtrationis filtered over a pad
  2. filtrationof filter-aid
  3. washwashed with methylene chloride

Sources & evidence

ORD record
ord-f7e600ddf0574c32b2bca44acd935b5b
Source dataset
uspto-grants-1980_11
Patent number
US04232148

Reaction notes

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