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 858593Notes

Reaction equation

HRID 858593 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-38e8b0975cec4760866bdfd31210efe3
Source dataset
uspto-grants-2006_12
Patent number
US07148226B2

Reaction notes

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