Trifluoroacetic acid → 5-[4-(3-Aminopropyl)-2-benzyloxyphenyl]-1,1-dioxo-2-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-3-one TFA Salt

HRID 660535Notes

Reaction equation

HRID 660535 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([N:17]2[CH2:21][C:20](=[O:22])[N:19]([CH2:23][CH2:24][Si:25]([CH3:28])([CH3:27])[CH3:26])[S:18]2(=[O:30])=[O:29])=[C:13]([O:31][CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH:12]=1)(C)(C)C.[F:40][C:41]([F:46])([F:45])[C:42]([OH:44])=[O:43]>C(Cl)Cl>[OH:44][C:42]([C:41]([F:46])([F:45])[F:40])=[O:43].[NH2:7][CH2:8][CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([N:17]2[S:18](=[O:30])(=[O:29])[N:19]([CH2:23][CH2:24][Si:25]([CH3:26])([CH3:27])[CH3:28])[C:20](=[O:22])[CH2:21]2)=[C:13]([O:31][CH2:32][C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)[CH:12]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68843228(3-{3-Benzyloxy-4-[1,1,4-trioxo-5-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-2-yl]-phenyl}-propyl)-carbamic Acid Tert-butyl Ester

Product 1

HCID 866325735-[4-(3-Aminopropyl)-2-benzyloxyphenyl]-1,1-dioxo-2-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-3-one TFA Salt

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (3-{3-benzyloxy-4-[1,1,4-trioxo-5-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-2-yl]-phenyl}-propyl)-carbamic acid tert-butyl ester (6.0 g, 10.4 mmol) (from Example 57, step B) in 20 mL of CH2Cl2 is added trifluoroacetic acid (5.0 mL). The mixture stirred for 1 h and then the solvent is removed under reduced pressure to afford the title compound as an orange oil.

Workup

  1. customthe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-24883cb5549d46d2a67ddf9c50701269
Source dataset
uspto-grants-2011_12
Patent number
US08084448B2

Reaction notes

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