HCID 90387358, compound → HCID 90387715, compound

HRID 1526663Notes

Reaction equation

HRID 1526663 reaction equation
C1(COC(=O)[NH:10][CH2:11][CH2:12][CH2:13][C:14](=[O:39])[NH:15][C@@H:16]2[O:33][C@H:32]([CH2:34][O:35][C:36](=[O:38])[CH3:37])[C@@H:27]([O:28][C:29](=[O:31])[CH3:30])[C@H:22]([O:23][C:24](=[O:26])[CH3:25])[C@H:17]2[O:18][C:19](=[O:21])[CH3:20])C=CC=CC=1>CO.C1COCC1.[Pd]>[NH2:10][CH2:11][CH2:12][CH2:13][C:14]([NH:15][C@@H:16]1[O:33][C@H:32]([CH2:34][O:35][C:36](=[O:38])[CH3:37])[C@@H:27]([O:28][C:29](=[O:31])[CH3:30])[C@H:22]([O:23][C:24](=[O:26])[CH3:25])[C@H:17]1[O:18][C:19](=[O:21])[CH3:20])=[O:39]

Participants

4

Reactant 1

HCID 90387358HCID 90387358, compound

Product 1

HCID 90387715HCID 90387715, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21899815MeOH tetrahydrofuranSolvent

Procedure

Pd/C (10%) is added to a solution of N-[4-oxo-4-[(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)amino]butyl]-carbamic phenylmethyl ester (1.02 g) in 30 mL methanol/THF (1:1). The reaction mixture is stirred under hydrogen at room temperature for 5 h. The mixture is filtered through diatomite and is concentrated to give the product (760 mg; 98%).

Workup

  1. filtrationThe mixture is filtered through diatomite
  2. concentrationis concentrated
  3. customto give the product (760 mg; 98%)

Sources & evidence

ORD record
ord-d379a3ba2e7440c580bcb47026c3e013
Source dataset
uspto-grants-2015_07
Patent number
US09085598B2

Reaction notes

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