Acetyl chloride → HCID 131725570, compound

HRID 1745239Notes

Reaction equation

HRID 1745239 reaction equation
[CH:1](=[C:8]1[CH2:12][N:11]([C:13]([O:15]C(C)(C)C)=O)[C@H:10]([C:20]([OH:22])=O)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:23](Cl)(=O)C.[NH2:27][CH:28]1[CH2:31][N:30]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:29]1>>[C:13]([N:11]1[CH2:12][C:8](=[CH:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:9][C@H:10]1[C:20]([NH:27][CH:28]1[CH2:29][N:30]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:31]1)=[O:22])(=[O:15])[CH3:23]

Participants

4

Reactant 3

HCID 6367Acetyl chlorideHCID 1516507Tert-butyl 3-aminoazetidine-1-carboxylateHCID 69250545(2S,4EZ)-4benzylidene-1-(tert-butoxycarbonyl)-2-pyrrolidinecarboxylic acid

Product 1

HCID 131725570HCID 131725570, compound

Procedure

Following the general method as outlined in Example 22, starting from (2S,4EZ)-4-benzylidene-1-(tert-butoxycarbonyl)-2-pyrrolidinecarboxylic acid, acetyl chloride, and tert-butyl 3-amino-1-azetidinecarboxylate the title compound was obtained in 81% purity by LC/MS. MS(ESI+): m/z=400.2.

Sources & evidence

ORD record
ord-4275a1254a75453697bd6f91fe9e66a6
Source dataset
uspto-grants-2006_03
Patent number
US07018988B2

Reaction notes

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