HCID 86677205, compound → HCID 86677204, compound

HRID 403453Notes

Reaction equation

HRID 403453 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:33]=[CH:34][C:35]=1[NH:36][C:37](=O)[C@@H:38]([N:40]1[CH:45]=[CH:44][CH:43]=[N:42][C:41]1=[O:46])[CH3:39])[CH2:5][C@@H:6]1[CH2:10][CH2:9][C@H:8]([C@H:11]([O:18][Si:19]([C:22]([CH3:25])([CH3:24])[CH3:23])([CH3:21])[CH3:20])[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:7]1[C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27]>C(O)(=O)C>[Si:19]([O:18][C@H:11]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C@H:8]1[CH2:9][CH2:10][C@@H:6]([CH2:5][C:4]2[CH:33]=[CH:34][C:35]3[N:36]=[C:37]([C@@H:38]([N:40]4[CH:45]=[CH:44][CH:43]=[N:42][C:41]4=[O:46])[CH3:39])[NH:1][C:2]=3[CH:3]=2)[N:7]1[C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])([C:22]([CH3:25])([CH3:24])[CH3:23])([CH3:21])[CH3:20]

Participants

3

Reactant 1

HCID 86677205HCID 86677205, compound

Product 1

HCID 86677204HCID 86677204, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 0.020 g (0.030 mmol) of tert-butyl(2S,5R)-2-(3-amino-4-{[(2.5)-2-(2-oxopyrimidin-1(2H)-yl)propanoyl]amino}benzyl)-5-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]pyrrolidine-1-carboxylate from Step A above in 1 mL of glacial acetic acid under an atmosphere of nitrogen was heated to 100° C. for 1 h. The resulting solution was allowed to cool to ambient temperature and then concentrated in vacuo to afford the title compound as a light brown gum that was used without further purification. LC/MS: m/z (ES) 644.5 (MH)+.

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-2b8a5f2596b54bb68e48d9b9a82eb889
Source dataset
uspto-grants-2014_06
Patent number
US08748433B2

Reaction notes

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