4-Cyanobenzaldehyde → HCID 69954567, compound

HRID 2293310Notes

Reaction equation

HRID 2293310 reaction equation
[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[CH:5][CH:4]=1)#[N:2].[NH:11]1[CH2:18][CH2:17][CH2:16][C@H:12]1C(O)=O.[CH:19]1([CH2:25][N:26]2[C:30](=[O:31])[CH:29]=[CH:28][C:27]2=[O:32])[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1>C(OCC)(=O)C.CCCCCC>[CH:19]1([CH2:25][N:26]2[C:27](=[O:32])[CH:28]3[CH:7]([C:6]4[CH:9]=[CH:10][C:3]([C:1]#[N:2])=[CH:4][CH:5]=4)[N:11]4[CH:12]([CH:29]3[C:30]2=[O:31])[CH2:16][CH2:17][CH2:18]4)[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]1

Participants

5

Reactant 3

HCID 660424-CyanobenzaldehydeHCID 145742L-ProlineHCID 18361637HCID 18361637, compound

Product 1

HCID 69954567HCID 69954567, compound

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

7.B)g) (3aRS,4SR,8aRS,8bSR)-4-(2-Cyclohexylmethyl-1,3-dioxo-decahydro-pyrrolo[3,4-a]pyrrolizin-4-yl)-benzonitrile was prepared analogously to Example 4.B)g) from 4-cyano-benzaldehyde, L-proline and N-cyclohexylmethylmaleimide. Colourless crystals. M.p.: 119°-122° C. (ethyl acetate/hexane). ISP-MS: 378.4 ([M+H]+, 100).

Sources & evidence

ORD record
ord-4ff1a3cc803c4e789398bdf6827419d7
Source dataset
uspto-grants-1997_11
Patent number
US05686459

Reaction notes

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