HCID 68997226, compound → N-(Aminosulfonyl)-N-(2-(benzyloxy)-4-{2-oxo-2-[2-(trimethylsilyl)ethoxy]ethoxy}phenyl)glycine

HRID 660766Notes

Reaction equation

HRID 660766 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([O:15][CH2:16][C:17](=[O:25])[O:18][CH2:19][CH2:20][Si:21]([CH3:24])([CH3:23])[CH3:22])[CH:12]=[CH:11][C:10]=1[N:26]([S:32]([NH:35]C(OC(C)(C)C)=O)(=[O:34])=[O:33])[CH2:27][C:28]([O:30]C)=[O:29])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)(C(F)(F)F)=O.C(Cl)Cl>[NH2:35][S:32]([N:26]([C:10]1[CH:11]=[CH:12][C:13]([O:15][CH2:16][C:17](=[O:25])[O:18][CH2:19][CH2:20][Si:21]([CH3:24])([CH3:23])[CH3:22])=[CH:14][C:9]=1[O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[CH2:27][C:28]([OH:30])=[O:29])(=[O:33])=[O:34]

Participants

3

Reactant 1

HCID 68997226HCID 68997226, compound

Product 1

HCID 68842574N-(Aminosulfonyl)-N-(2-(benzyloxy)-4-{2-oxo-2-[2-(trimethylsilyl)ethoxy]ethoxy}phenyl)glycine

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

A solution of methyl N-(2-(benzyloxy)-4-{2-oxo-2-[2-(trimethylsilyl)ethoxy]ethoxy}phenyl)-N-{[(tert-butoxycarbonyl)amino]sulfonyl}glycinate (1.15 g, 1.84 mmol) in 20 mL of TFA/methylene chloride (1:1) is stirred at RT for 30 min. The solvent is removed under reduced pressure and the residue is dissolved in methylene chloride and the solvent evaporated (4×) to give the title compound.

Workup

  1. customThe solvent is removed under reduced pressure
  2. dissolutionthe residue is dissolved in methylene chloride
  3. customthe solvent evaporated (4×)

Sources & evidence

ORD record
ord-fc292e2d4be547bfae4106283a955beb
Source dataset
uspto-grants-2011_12
Patent number
US08084448B2

Reaction notes

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