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Sulfamide → 3-(tert-Butyl-diphenyl-silanyloxy)-azetidine-1-sulfonamide

HRID 1024984
Notes
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Reaction equation

HRID 1024984 reaction equation
[C:1]([Si:5]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[O:6][CH:7]1[CH2:10][NH:9][CH2:8]1)([CH3:4])([CH3:3])[CH3:2].[S:23](N)([NH2:26])(=[O:25])=[O:24]>O1CCOCC1>[C:1]([Si:5]([C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[O:6][CH:7]1[CH2:8][N:9]([S:23]([NH2:26])(=[O:25])=[O:24])[CH2:10]1)([CH3:4])([CH3:2])[CH3:3]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 82267SulfamideHCID 178425313-((Tert-butyldiphenylsilyl)oxy)azetidine

Product 1

HCID 670512473-(tert-Butyl-diphenyl-silanyloxy)-azetidine-1-sulfonamide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The subtitle compound was prepared according to the procedure outlined in example 15 step (i) using 3-(tert-butyl-diphenyl-silanyloxy)-azetidine (prepared according to patent WO 2003/072557) (0.93 g), dioxane (20 ml) and sulfamide (0.34 g). Isolation was by filtration to remove excess sulfamide, the filtrate was then reduced in vacuo to give the subtitle compound as a brown oil. Yield: 1.2 g

Workup

  1. customThe subtitle compound was prepared
  2. filtrationIsolation was by filtration
  3. customto remove excess sulfamide

Sources & evidence

ORD record
ord-78545953344a4b319227c4e0dbd927a4
Source dataset
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08722883B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes