Trifluoroacetic acid → 3-(2-(2-(4-(2-Isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)ethoxy)phenethoxy)propanoic acid

HRID 446489Notes

Reaction equation

HRID 446489 reaction equation
FC(F)(F)C(O)=O.[CH:8]([C:11]1[S:12][CH:13]=[C:14]([C:16]([N:18]2[CH2:23][C:22]3([CH2:28][CH2:27][N:26]([CH2:29][CH2:30][O:31][C:32]4[CH:49]=[CH:48][CH:47]=[CH:46][C:33]=4[CH2:34][CH2:35][O:36][CH2:37][CH2:38][C:39]([O:41]C(C)(C)C)=[O:40])[CH2:25][CH2:24]3)[O:21][CH2:20][CH2:19]2)=[O:17])[N:15]=1)([CH3:10])[CH3:9]>C(Cl)Cl>[CH:8]([C:11]1[S:12][CH:13]=[C:14]([C:16]([N:18]2[CH2:23][C:22]3([CH2:24][CH2:25][N:26]([CH2:29][CH2:30][O:31][C:32]4[CH:49]=[CH:48][CH:47]=[CH:46][C:33]=4[CH2:34][CH2:35][O:36][CH2:37][CH2:38][C:39]([OH:41])=[O:40])[CH2:27][CH2:28]3)[O:21][CH2:20][CH2:19]2)=[O:17])[N:15]=1)([CH3:10])[CH3:9]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58168547Tert-butyl 3-(2-(2-(4-(2-isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)ethoxy)phenethoxy)propanoate

Product 1

HCID 581685353-(2-(2-(4-(2-Isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)ethoxy)phenethoxy)propanoic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

trifluoroacetic acid (2 mL) was added to a stirred solution of tert-butyl 3-(2-(2-(4-(2-s isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)ethoxy)phenethoxy)propanoate (0.320 g) (example 178 step c) in DCM (5 mL). After 16 h, the solution was evaporated to a gum. The gum was dissolved in acetonitrile (5 mL) and evaporated in vacuo (repeated 3 times). Yield 0.4 g.

Workup

  1. customthe solution was evaporated to a gum
  2. dissolutionThe gum was dissolved in acetonitrile (5 mL)
  3. customevaporated in vacuo (repeated 3 times)

Sources & evidence

ORD record
ord-cab3037804814e2e8dd2906867ae9b56
Source dataset
uspto-grants-2013_07
Patent number
US08476265B2

Reaction notes

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