2-Phthalimidoethanesulfonyl chloride → HCID 66624875, compound

HRID 416499Notes

Reaction equation

HRID 416499 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:11][CH:10]([NH2:12])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[O:13]=[C:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16](=[O:23])[N:15]1[CH2:24][CH2:25][S:26](Cl)(=[O:28])=[O:27]>>[C:1]([O:5][C:6]([N:8]1[CH2:11][CH:10]([NH:12][S:26]([CH2:25][CH2:24][N:15]2[C:14](=[O:13])[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:16]2=[O:23])(=[O:27])=[O:28])[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 3087392-Phthalimidoethanesulfonyl chlorideHCID 1516507Tert-butyl 3-aminoazetidine-1-carboxylate

Product 1

HCID 66624875HCID 66624875, compound

Procedure

3-[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-ethanesulfonylamino]-azetidine-1-carboxylic acid tert-butyl ester was prepared by an analogous procedure as described for example 1 i) starting from 189 mg (1.1 mmol) 3-amino-azetidine-1-carboxylic acid tert-butyl ester and 300 mg (1 equiv.) 2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethanesulfonyl chloride. The product was obtained in crude form as light yellow foam. Yield: 480 mg MS (ES+): m/e=410.

Workup

  1. customThe product was obtained in crude form as light yellow foam

Sources & evidence

ORD record
ord-41bf7f0785324fb2bd5a604a5d4f04b2
Source dataset
uspto-grants-2012_01
Patent number
US08088925B2

Reaction notes

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