HCID 22865527, compound → HCID 22865526, compound

HRID 743670Notes

Reaction equation

HRID 743670 reaction equation
[C:1]([O:5][C:6](=[O:36])[C@H:7]([CH2:9][C:10](=[O:35])[NH:11][C@@H:12]1[O:25][C@H:24]([CH2:26][O:27][C:28](=[O:30])[CH3:29])[C@@H:19]([O:20][C:21](=[O:23])[CH3:22])[C@H:14]([O:15][C:16](=[O:18])[CH3:17])[C@H:13]1NC(=O)C)[NH2:8])([CH3:4])([CH3:3])[CH3:2]>[Pd].C(Cl)(Cl)Cl.CO>[C:1]([O:5][C:6](=[O:36])[C@H:7]([CH2:9][C:10](=[O:35])[NH:11][C@@H:12]1[O:25][C@H:24]([CH2:26][O:27][C:28](=[O:30])[CH3:29])[C@@H:19]([O:20][C:21](=[O:23])[CH3:22])[C@H:14]([O:15][C:16](=[O:18])[CH3:17])[C@H:13]1[O:36][C:6](=[O:5])[CH3:7])[NH2:8])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 1

HCID 22865527HCID 22865527, compound

Product 1

HCID 22865526HCID 22865526, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584188Chloroform methanolSolvent

Procedure

4-N-(2-Acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranosyl)-L-asparagine tert.-butyl ester (Cornpound 11) The N-Z-protected compound 7 (2.2 g) was hydrogenated in the presence of Pd/C and worked up as described above. Yield: 1.63 g. TLC analysis: Rf=0.47 (chloroform/methanol 6:1 )

Sources & evidence

ORD record
ord-749640439305454eaa19a7203a32da96
Source dataset
uspto-grants-1996_09
Patent number
US05556941

Reaction notes

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