HCID 22841465, compound → HCID 22841460, compound

HRID 1382621Notes

Reaction equation

HRID 1382621 reaction equation
C(OC([NH:11][C@H:12]([C:45]([OH:47])=[O:46])[CH2:13][CH2:14][C:15]([NH:17][CH2:18][CH2:19][O:20][CH2:21][C:22]1[NH:23][C:24]([CH3:44])=[C:25]([C:40]([O:42][CH3:43])=[O:41])[CH:26]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=2[Cl:39])[C:27]=1[C:28]([O:30][CH2:31][CH3:32])=[O:29])=[O:16])=O)C1C=CC=CC=1>C(O)C.[Pd]>[NH2:11][C@H:12]([C:45]([OH:47])=[O:46])[CH2:13][CH2:14][C:15]([NH:17][CH2:18][CH2:19][O:20][CH2:21][C:22]1[NH:23][C:24]([CH3:44])=[C:25]([C:40]([O:42][CH3:43])=[O:41])[CH:26]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=2[Cl:39])[C:27]=1[C:28]([O:30][CH2:31][CH3:32])=[O:29])=[O:16]

Participants

4

Reactant 1

HCID 22841465HCID 22841465, compound

Product 1

HCID 22841460HCID 22841460, compoundYield 90.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 2-[2-(-(S)-4-benzyloxycarbonylamino-4-carboxybutanamido)ethoxymethyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine (0.97 g) in 10% aqueous ethanol (22 ml) was stirred for 2 hours under an atmosphere of hydrogen [103.4 kPa (15 p.s.i.)] at room temperature in the presence of 5% palladium on carbon (97 mg). The mixture was filtered and evaporated to leave the title compound as an amorphous solid, (0.7 g).

Workup

  1. filtrationThe mixture was filtered
  2. customevaporated

Sources & evidence

ORD record
ord-851753a4ca924167bba2da5e4d58fb67
Source dataset
uspto-grants-1989_02
Patent number
US04806557

Reaction notes

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