HCID 71003668, compound → HCID 86712119, compound

HRID 715978Notes

Reaction equation

HRID 715978 reaction equation
C(OC([NH:11][C:12]1[CH:21]=[CH:20][C:19]2[N:18]3[CH2:22][CH2:23][C@@H:17]3[CH2:16][O:15][C:14]=2[C:13]=1[C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])=O)C1C=CC=CC=1>C(O)C.[Pd]>[NH2:11][C:12]1[CH:21]=[CH:20][C:19]2[N:18]3[CH2:22][CH2:23][C@@H:17]3[CH2:16][O:15][C:14]=2[C:13]=1[C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25]

Participants

4

Reactant 1

HCID 71003668HCID 71003668, compound2×

Product 1

HCID 86712119HCID 86712119, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of tert-butyl (R)-6-benzyloxycarbonylamino-1,2,2a,3-tetrahydro-4-oxa-8b-aza-cyclobuta[a]naphthalene-5-carboxylate (Intermediate 45, 0.138 g) in ethanol (20 mL) was treated with 10% palladium on carbon (0.05 g) and the resultant mixture was stirred under an atmosphere of hydrogen for 30 minutes. The mixture was filtered and the filtrate was concentrated in vacuo to give tert-butyl (R)-6-amino-1,2,2a,3-tetrahydro-4-oxa-8b-azacyclobuta[a]naphthalene-5-carboxylate (0.092 g) as a pale yellow solid.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-0a3a9619c8a141b682258544736d4a2c
Source dataset
uspto-grants-2015_11
Patent number
US09187494B2

Reaction notes

Loading…