Pyridine → HCID 19075861, compound

HRID 2257243Notes

Reaction equation

HRID 2257243 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][C:12]([OH:23])([C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:13]([O:15][CH2:16][CH3:17])=[O:14])=[O:7])([CH3:4])([CH3:3])[CH3:2].N1[CH:29]=[CH:28]C=CC=1>>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][C:12]([O:23][CH:29]1[CH2:28][O:23][CH2:12][CH2:13][O:14]1)([C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:18]([O:20][CH2:21][CH3:22])=[O:19])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 1049PyridineHCID 19075746HCID 19075746, compound

Product 1

HCID 19075861HCID 19075861, compound

Procedure

20 Mg of pTS acid are added to a solution of 1.6 g of ethyl 5-tert-butoxycarbonylamino-2-hydroxy-2-ethoxycarbonyl-pentanoate in 12 ml of 1,4-diox-2-ene. After 5 h. at r.t., 0.3 ml of pyridine are added, the excess reagent is distilled under vacuum and the residue is chromatographed on silica gel, to give 1.75 g of ethyl 5-tert-butoxycarbonylamino-2-(1,4-dioxan-2-yl-oxy)-2-ethoxycarbonyl-pentanoate.

Workup

  1. distillationthe excess reagent is distilled under vacuum
  2. customthe residue is chromatographed on silica gel

Sources & evidence

ORD record
ord-08502206f4a84ad2b8817d0f1dcf648e
Source dataset
uspto-grants-1997_08
Patent number
US05656656

Reaction notes

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