tert-Butyl 5-(vinylsulfonyl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate → 2-(Vinylsulfonyl)octahydropyrrolo[3,4-c]pyrrole

HRID 588765Notes

Reaction equation

HRID 588765 reaction equation
[CH:1]([S:3]([N:6]1[CH2:10][CH:9]2[CH2:11][N:12](C(OC(C)(C)C)=O)[CH2:13][CH:8]2[CH2:7]1)(=[O:5])=[O:4])=[CH2:2]>Cl.CO>[CH:1]([S:3]([N:6]1[CH2:10][CH:9]2[CH:8]([CH2:13][NH:12][CH2:11]2)[CH2:7]1)(=[O:5])=[O:4])=[CH2:2]

Participants

3

Reactant 1

HCID 90462893tert-Butyl 5-(vinylsulfonyl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

Product 1

HCID 1176160142-(Vinylsulfonyl)octahydropyrrolo[3,4-c]pyrroleYield 108.8%

Reagents, catalysts & solvents 1

HCID 21893726Hydrochloride methanolSolvent

Procedure

A mixture of tert-butyl 5-(vinylsulfonyl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (150 mg, 0.50 mmol) in HCl/MeOH (20 mL, 2.86 M) was stirred at room temperature for 1 h. The mixture was concentrated in vacuo to afford the crude product (110 mg) as a solid which was used directly in next step without further purification.

Workup

  1. concentrationThe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-fad6595325154d6db0037f09ec36bd77
Source dataset
uspto-grants-2016_01
Patent number
US09227978B2

Reaction notes

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