HCID 86639454, compound → HCID 86639453, compound

HRID 451834Notes

Reaction equation

HRID 451834 reaction equation
[N:1]([CH2:4][C@@H:5]([N:14](C)[C:15](=[O:21])[O:16][C:17]([CH3:20])([CH3:19])[CH3:18])[CH2:6][C@@H:7]1[CH2:13][CH2:12][CH2:11][CH2:10][O:9][CH2:8]1)=[N+]=[N-]>CO.[Pd]>[NH2:1][CH2:4][C@@H:5]([NH:14][C:15](=[O:21])[O:16][C:17]([CH3:19])([CH3:18])[CH3:20])[CH2:6][C@@H:7]1[CH2:13][CH2:12][CH2:11][CH2:10][O:9][CH2:8]1

Participants

4

Reactant 1

HCID 86639454HCID 86639454, compound

Product 1

HCID 86639453HCID 86639453, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Above tert-butyl (S)-1-azido-3-((S)-oxepan-3-yl)propan-2-yl(methyl)carbamate was hydrogenated under H2 (40 psi), catalyzed by 10% Pd/C, in MeOH for 1 h. The catalyst was filtered off and concentrated to give tert-butyl (S)-1-amino-3-((S)-oxepan-3-yl)propan-2-ylcarbamate (76.8 mg, 96% over 2 steps). MS ESI +ve m/z 287 (M+H).

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-22826da1fb5a47488ec3ae704ec79a7b
Source dataset
uspto-grants-2013_07
Patent number
US08487108B2

Reaction notes

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