n-octyl (1S,3S,5S)-2-azabicyclo[3.3.0]octane-3-carboxylate → n-Octyl 2-[(Z)-3-methoxycarbonyl-2-propenoyl]-(1S,3S,5S)-2-azabicyclo[3.3.0]octane-3-carboxylate

HRID 974184Notes

Reaction equation

HRID 974184 reaction equation
[C@H:1]12[CH2:8][CH2:7][CH2:6][C@H:5]1[CH2:4][C@@H:3]([C:9]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])=[O:10])[NH:2]2.[C:20]([O:27][CH3:28])(=[O:26])/[CH:21]=[CH:22]\[C:23]([O-])=[O:24]>>[CH3:28][O:27][C:20](/[CH:21]=[CH:22]\[C:23]([N:2]1[C@H:3]([C:9]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])=[O:10])[CH2:4][C@H:5]2[C@@H:1]1[CH2:8][CH2:7][CH2:6]2)=[O:24])=[O:26]

Participants

3

Reactant 2

HCID 15924287n-octyl (1S,3S,5S)-2-azabicyclo[3.3.0]octane-3-carboxylateHCID 21768182Mono-methyl maleate

Product 1

HCID 67925774n-Octyl 2-[(Z)-3-methoxycarbonyl-2-propenoyl]-(1S,3S,5S)-2-azabicyclo[3.3.0]octane-3-carboxylate

Procedure

This compound was obtained analogously to the method described in Example 1 from n-octyl (1S,3S,5S)-2-azabicyclo[3.3.0]octane-3-carboxylate and monomethyl maleate. MS (DCI) =380 (M+1).

Workup

  1. customThis compound was obtained analogously to the method

Sources & evidence

ORD record
ord-298267a2c2d443bea39670e6c45eae9f
Source dataset
uspto-grants-1991_11
Patent number
US05068242

Reaction notes

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