HCID 131736871, compound → HCID 117996036, compound

HRID 1488279Notes

Reaction equation

HRID 1488279 reaction equation
[C:1]([O:4][C@H:5]1[C@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@H:9]([O:15][C:16](=[O:18])[CH3:17])[C@H:8]([CH3:19])[O:7][C@H:6]1[O:20][CH2:21][CH2:22][NH:23]C(=O)OCC1C=CC=CC=1)(=[O:3])[CH3:2]>O.[Pd]>[C:1]([O:4][C@H:5]1[C@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@H:9]([O:15][C:16](=[O:18])[CH3:17])[C@H:8]([CH3:19])[O:7][C@H:6]1[O:20][CH2:21][CH2:22][NH2:23])(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 131736871HCID 131736871, compound

Product 1

HCID 117996036HCID 117996036, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Procedure

To a solution of benzyl {2-[(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)oxy]ethyl}carbamate (1.0 g, 2.139 mmol) in water (10 mL) was added Pd/C (68 mg, 0.642 mmol). The resulting suspension was degassed and stirred under a balloon of H2 at rt. After 1 hr, the reaction mixture was filtered through a Celite pad and the filtrate was lyophilized to yield the title compound. UPLC Method B: m/e=334.1563 [M+1]; Rt=1.43 min.

Workup

  1. customThe resulting suspension was degassed
  2. filtrationthe reaction mixture was filtered through a Celite pad

Sources & evidence

ORD record
ord-923bd95318b743ed95356d07ec6ab175
Source dataset
uspto-grants-2016_08
Patent number
US09427475B2

Reaction notes

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