tert-butyl N-[2-[3-[2-(2-cyclopentyl-4,6-dioxo-tetrahydropyran-2-yl)ethyl]phenyl]-2-methyl-propyl]carbamate → 6-{2-[3-(2-Amino-1,1-dimethyl-ethyl)-phenyl]-ethyl}-6-cyclopentyl-dihydro-pyran-2,4-dione trifluoroacetic acid salt

HRID 1453041Notes

Reaction equation

HRID 1453041 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]([C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([CH2:18][CH2:19][C:20]2([CH:28]3[CH2:32][CH2:31][CH2:30][CH2:29]3)[CH2:25][C:24](=[O:26])[CH2:23][C:22](=[O:27])[O:21]2)[CH:13]=1)([CH3:11])[CH3:10])(C)(C)C.[C:34]([OH:40])([C:36]([F:39])([F:38])[F:37])=[O:35].C(Cl)Cl>C1(C)C=CC=CC=1>[F:37][C:36]([F:39])([F:38])[C:34]([OH:40])=[O:35].[NH2:7][CH2:8][C:9]([C:12]1[CH:13]=[C:14]([CH2:18][CH2:19][C:20]2([CH:28]3[CH2:32][CH2:31][CH2:30][CH2:29]3)[O:21][C:22](=[O:27])[CH2:23][C:24](=[O:26])[CH2:25]2)[CH:15]=[CH:16][CH:17]=1)([CH3:10])[CH3:11]

Participants

4

Reactant 2

HCID 16728682tert-butyl N-[2-[3-[2-(2-cyclopentyl-4,6-dioxo-tetrahydropyran-2-yl)ethyl]phenyl]-2-methyl-propyl]carbamateHCID 21863450Trifluoroacetic acid methylene chloride

Product 1

HCID 688663296-{2-[3-(2-Amino-1,1-dimethyl-ethyl)-phenyl]-ethyl}-6-cyclopentyl-dihydro-pyran-2,4-dione trifluoroacetic acid salt

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

(2-{3-[2-(2-Cyclopentyl-4,6-dioxo-tetrahydro-pyran-2-yl)-ethyl]-phenyl}-2-methyl-propyl)-carbamic acid tert-butyl ester (1.80 g, 3.94 mmol), was stirred with 30% TFA/CH2Cl2 (30 mL), for 2 h. The reaction was diluted with Toluene (30 mL) and stripped of all solvents. The crude product was used without further purification. Yield 3.22 g.

Workup

  1. customThe crude product was used without further purification

Sources & evidence

ORD record
ord-b640ae589dcb4a2999dbfd970c26ca8b
Source dataset
uspto-grants-2009_01
Patent number
US07473790B2

Reaction notes

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