Water → HCID 13471180, compound

HRID 464478Notes

Reaction equation

HRID 464478 reaction equation
[C:1]([O:4][C@H:5]1[C@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@@H:9]([CH2:15][O:16][C:17](=[O:19])[CH3:18])[O:8][C@H:7](Br)[C@@H:6]1[NH:21][C:22]([O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:23])(=[O:3])[CH3:2].[OH2:32]>CC(C)=O.C(=O)([O-])[O-].[Ag+2]>[C:1]([O:4][C@H:5]1[C@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@@H:9]([CH2:15][O:16][C:17](=[O:19])[CH3:18])[O:8][C@@H:7]([OH:32])[C@@H:6]1[NH:21][C:22]([O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:23])(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 962WaterHCID 11375505HCID 11375505, compound

Product 1

HCID 13471180HCID 13471180, compound

Reagents, catalysts & solvents 2

HCID 178418647HCID 178418647, compoundCatalystHCID 180AcetoneSolvent

Conditions

Temperature
0 °C

Procedure

700 mg of 3,4,6-tri-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-α-D-glucopyranosyl bromide [Bull, Chem. Soc. Japn., 34, 183 (1963)] was dissolved in 2 ml of acetone, and with the solution cooled to 0° C, 290 mg of silver carbonate and 20 ml of water were added. The mixture was stirred for 1 hour at this temperature and filtered. The filtrate was concentrated to obtain 580 mg of 3,4,6-tri-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-β-D-glucopyranose

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-02e952f3c04042c7841e58247a2bced5
Source dataset
uspto-grants-1985_10
Patent number
US04547567

Reaction notes

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