4-Cyanobenzaldehyde → HCID 69954989, compound

HRID 2293311Notes

Reaction equation

HRID 2293311 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][S:17][CH2:16][C@H:12]1[C:13](O)=O.[CH2:19]([N:29]1[C:33](=[O:34])C=[CH:31][C:30]1=[O:35])[C:20]1[CH:28]=[CH:27][C:26]2[O:25][CH2:24][O:23][C:22]=2[CH:21]=1>CO>[O:25]1[C:26]2[CH:27]=[CH:28][C:20]([CH2:19][N:29]3[C:30](=[O:35])[CH:31]4[CH:7]([C:6]5[CH:9]=[CH:10][C:3]([C:1]#[N:2])=[CH:4][CH:5]=5)[N:11]5[CH:12]([CH:13]4[C:33]3=[O:34])[CH2:16][S:17][CH2:18]5)=[CH:21][C:22]=2[O:23][CH2:24]1

Participants

5

Reactant 3

HCID 660424-CyanobenzaldehydeHCID 93176L-ThioprolineHCID 708821HCID 708821, compound

Product 1

HCID 69954989HCID 69954989, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

7.B)h) (5RS,5aRS,8aSR,8bRS)-4-[7-(Benzo[1,3]dioxol-5-ylmethyl)-6,8-dioxo-octahydro-pyrrolo[3',4':3,4]pyrrolo[1,2-c]thiazol-5-yl]-benzonitrile was prepared analogously to Example 4.B)g) from 4-cyano-benzaldehyde, L-thioproline and N-piperonylmaleimide. Colourless needles. M.p.: 142°-143° C. (methanol). ISP-MS: 434.2 ([M+H]+, 100).

Sources & evidence

ORD record
ord-f59af2b39a29452c85132cb59c4c04ca
Source dataset
uspto-grants-1997_11
Patent number
US05686459

Reaction notes

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