Acetic Acid → HCID 17040146, compound

HRID 2269648Notes

Reaction equation

HRID 2269648 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[NH:3][C@@H:2]1[C:10]([OH:12])=[O:11].[H][H].[C:15]([OH:18])(=[O:17])C>[Rh]>[N:3]1([C:15]([O:18][C:9]([CH3:1])([CH3:4])[CH3:8])=[O:17])[CH:4]2[CH:9]([CH2:8][CH2:7][CH2:6][CH2:5]2)[CH2:1][C@H:2]1[C:10]([OH:12])=[O:11]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 2733920Indoline-2-carboxylic acid, (S)-HCID 178418361HCID 178418361, compound

Product 1

HCID 17040146HCID 17040146, compound

Reagents, catalysts & solvents 1

HCID 23948RhodiumCatalyst

Procedure

In an acetic acid solution containing 2.0 g of L-indoline-2-carboxylic acid, 5% Rh/Al2O3 was added and the resultant mixture was stirred for 3 days in a hydrogen gas atmosphere (4.5 kg/cm2). The reaction mixture was filtered and the filtrate was evaporated under reduced pressure. The resultant residue was tert-butoxycarbonylated to give 0.6 g of the title compound.

Workup

  1. additionwas added
  2. filtrationThe reaction mixture was filtered
  3. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-71cac525fcf1451995117cbdf0ecfc30
Source dataset
uspto-grants-2001_12
Patent number
US06329502B1

Reaction notes

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