L-Serine → HCID 69955083, compound

HRID 2293312Notes

Reaction equation

HRID 2293312 reaction equation
[CH2:1]([N:11]1[C:15](=[O:16])[CH:14]=[CH:13][C:12]1=[O:17])[C:2]1[CH:10]=[CH:9][C:8]2[O:7][CH2:6][O:5][C:4]=2[CH:3]=1.[C:18]([C:20]1[CH:27]=[CH:26][C:23]([CH:24]=O)=[CH:22][CH:21]=1)#[N:19].[NH2:28][C@H:29](C(O)=O)[CH2:30][OH:31]>>[O:7]1[C:8]2[CH:9]=[CH:10][C:2]([CH2:1][N:11]3[C:12](=[O:17])[CH:13]4[CH:29]([CH2:30][OH:31])[NH:28][CH:24]([C:23]5[CH:26]=[CH:27][C:20]([C:18]#[N:19])=[CH:21][CH:22]=5)[CH:14]4[C:15]3=[O:16])=[CH:3][C:4]=2[O:5][CH2:6]1

Participants

4

Reactant 3

HCID 5951L-SerineHCID 660424-CyanobenzaldehydeHCID 708821HCID 708821, compound

Product 1

HCID 69955083HCID 69955083, compound

Procedure

7.B)r) (1RS,3SR,3aRS,6aSR)-4-[5-(Benzo[1,3]dioxol-5-ylmethyl)-3-hydroxymethyl-4,6-dioxo-octahydro-pyrrolo[3,4-c]pyrrol-1-yl]-benzonitrile was prepared from N-piperonylmaleimide, 4-cyano-benzaldehyde and L-serine analogously to Example 4.B)g). ISP-MS: 406 ([M+H]+, 100).

Sources & evidence

ORD record
ord-40049833e7564895a5c741d13d64cffb
Source dataset
uspto-grants-1997_11
Patent number
US05686459

Reaction notes

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