DL-alanine → HCID 69955122, compound

HRID 2293303Notes

Reaction equation

HRID 2293303 reaction equation
[CH2:1]([N:8]1[C:12](=[O:13])[CH:11]=[CH:10][C:9]1=[O:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:15][CH:16](C(O)=O)[CH3:17].[Br:21][C:22]1[CH:29]=[CH:28][C:25]([CH:26]=O)=[CH:24][CH:23]=1>>[CH2:1]([N:8]1[C:12](=[O:13])[CH:11]2[CH:10]([CH:16]([CH3:17])[NH:15][CH:26]2[C:25]2[CH:28]=[CH:29][C:22]([Br:21])=[CH:23][CH:24]=2)[C:9]1=[O:14])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 602DL-alanineHCID 707414-BromobenzaldehydeHCID 74204Benzylmaleimide

Product 1

HCID 69955122HCID 69955122, compound

Procedure

(3aRS,4SR,6RS,6aSR)-2-Benzyl-4-(4-bromo-phenyl)-6-methyl-tetrahydro -pyrrolo[3,4-c]pyrrole-1,3-dione was prepared from N-benzylmaleimide, D,L-alanine and 4-bromobenzaldehyde in an analogous manner to Example 2.a). 47% were isolated as colourless crystals. M.p.: 170°-172° C. FAB-MS: 799 ([2M+3H]+, 10); 552 (3); (399 ([M+H]+, 100); 238 (9); 211 (29); 91 (61).

Workup

  1. custom47% were isolated as colourless crystals

Sources & evidence

ORD record
ord-e8de7d87a0f046bc8d90b32433fe11cd
Source dataset
uspto-grants-1997_11
Patent number
US05686459

Reaction notes

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