HCID 122605067, compound → HCID 117996327, compound

HRID 1488255Notes

Reaction equation

HRID 1488255 reaction equation
C(OC([NH:11][C@H:12]([C:40]([OH:42])=[O:41])[CH2:13][CH2:14][CH2:15][CH2:16][NH:17][C:18](=[O:39])[CH2:19][CH2:20][CH2:21][CH2:22][C:23]([NH:25][CH2:26][CH2:27][O:28][C@@H:29]1[O:37][C@@H:36]([CH3:38])[C@@H:34]([OH:35])[C@@H:32]([OH:33])[C@@H:30]1[OH:31])=[O:24])=O)C1C=CC=CC=1>O>[C@@H:29]1([O:28][CH2:27][CH2:26][NH:25][C:23](=[O:24])[CH2:22][CH2:21][CH2:20][CH2:19][C:18]([NH:17][CH2:16][CH2:15][CH2:14][CH2:13][C@@H:12]([C:40]([OH:42])=[O:41])[NH2:11])=[O:39])[O:37][C@@H:36]([CH3:38])[C@@H:34]([OH:35])[C@@H:32]([OH:33])[C@@H:30]1[OH:31]

Participants

3

Reactant 1

HCID 122605067HCID 122605067, compound

Product 1

HCID 117996327HCID 117996327, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a 100 mL flask, N2-[(benzyloxy)carbonyl]-N6-[6-({2-[(α-L-fucopyranosyl)oxy]ethyl}amino)-6-oxohexanoyl]-L-lysine (200 mg, 0.335 mmol) was dissolved in water (5 mL). The flask was degassed and filled with N2. To the above mixture was added PdOH2 (48.7 mg, 0.069 mmol. The mixture was stirred under H2 balloon for 2 hr. The mixture was filtered through a pad of Celite, and the filtrate was concentrated to give the title compound. UPLC Method B: m/e=464.2697 [M+1]; Rt=2.61 min.

Workup

  1. customThe flask was degassed
  2. additionfilled with N2
  3. additionTo the above mixture was added PdOH2 (48.7 mg, 0.069 mmol
  4. filtrationThe mixture was filtered through a pad of Celite
  5. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-2741a2cf63ad4007845535ebf5c321e4
Source dataset
uspto-grants-2016_08
Patent number
US09427475B2

Reaction notes

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