Tert-butyl 3,8-diazabicyclo[4.2.0]octane-8-carboxylate → tert-butyl 3-(4-((S)-1-(4-((S)-4-isopropyl-2-oxooxazolidin-3-yl)pyrimidin-2-ylamino)ethyl)benzyl)-3,8-diazabicyclo[4.2.0]octane-8-carboxylate

HRID 1850184Notes

Reaction equation

HRID 1850184 reaction equation
[CH:1]([C@H:4]1[CH2:8][O:7][C:6](=[O:9])[N:5]1[C:10]1[CH:15]=[CH:14][N:13]=[C:12]([NH:16][C@H:17]([C:19]2[CH:26]=[CH:25][C:22]([CH:23]=O)=[CH:21][CH:20]=2)[CH3:18])[N:11]=1)([CH3:3])[CH3:2].[CH:27]12[N:34]([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[CH2:33][CH:32]1[CH2:31][CH2:30][NH:29][CH2:28]2>>[CH:1]([C@H:4]1[CH2:8][O:7][C:6](=[O:9])[N:5]1[C:10]1[CH:15]=[CH:14][N:13]=[C:12]([NH:16][C@H:17]([C:19]2[CH:26]=[CH:25][C:22]([CH2:23][N:29]3[CH2:30][CH2:31][CH:32]4[CH:27]([N:34]([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[CH2:33]4)[CH2:28]3)=[CH:21][CH:20]=2)[CH3:18])[N:11]=1)([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 43810892Tert-butyl 3,8-diazabicyclo[4.2.0]octane-8-carboxylateHCID 867301594-((S)-1-(4-((S)-4-isopropyl-2-oxooxazolidin-3-yl)pyrimidin-2-ylamino)ethyl)benzaldehyde

Product 1

HCID 86730210tert-butyl 3-(4-((S)-1-(4-((S)-4-isopropyl-2-oxooxazolidin-3-yl)pyrimidin-2-ylamino)ethyl)benzyl)-3,8-diazabicyclo[4.2.0]octane-8-carboxylate

Procedure

Title compound was prepared as a white solid (64 mg, 58.1% yield), with procedures similar to those used to prepare Intermediate 128, but utilizing 4-((S)-1-(4-((S)-4-isopropyl-2-oxooxazolidin-3-yl)pyrimidin-2-ylamino)ethyl)benzaldehyde and tert-butyl 3,8-diazabicyclo[4.2.0]octane-8-carboxylate.

Sources & evidence

ORD record
ord-d95d2208c36443ae90a0b5399f3c1271
Source dataset
uspto-grants-2015_02
Patent number
US08957068B2

Reaction notes

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