HCID 69413696, compound → HCID 69414844, compound

HRID 1350913Notes

Reaction equation

HRID 1350913 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C@@H:15]([OH:34])[CH2:16][NH:17][C:18]([CH3:33])([CH3:32])[CH2:19][CH2:20][N:21]2[CH:25]=[C:24]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[N:23]=[CH:22]2)=[CH:11][C:10]=1[N+:35]([O-])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>O1CCCC1.C1(C)C=CC=CC=1.[Pt](=O)=O>[NH2:35][C:10]1[CH:11]=[C:12]([C@@H:15]([OH:34])[CH2:16][NH:17][C:18]([CH3:32])([CH3:33])[CH2:19][CH2:20][N:21]2[CH:25]=[C:24]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[N:23]=[CH:22]2)[CH:13]=[CH:14][C:9]=1[O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 69413696HCID 69413696, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 69414844HCID 69414844, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 22635083Tetrahydrofuran tolueneSolvent

Procedure

0.025 g (0.11 mmol) platinum(IV)oxide were added to a solution of 0.15 g (0.28 mmol) (R)-1-(4-benzyloxy-3-nitrophenyl)-2-[1,1-dimethyl-3-(4-phenylimidazol-1-yl)-propylamino]-ethanol in 10 mL tetrahydrofuran/toluene (1:1). The reaction mixture was shaken in an autoclave under a hydrogen pressure of 10 psi at ambient temperature for 16 h. The hydrogen pressure was released, the platinum(IV)oxide was filtered off and the filtrate was freed from solvent. 0.14 g (0.28 mmol, 99%) (R)-1-(3-amino-4-benzyloxyphenyl)-2-[1,1-dimethyl-3-(4-phenylimidazol-1-yl)-propylamino]-ethanol were obtained as a brown oil.

Workup

  1. filtrationthe platinum(IV)oxide was filtered off

Sources & evidence

ORD record
ord-05ed05ebac754f6b9f69e881719e8294
Source dataset
uspto-grants-2007_05
Patent number
US07214698B2

Reaction notes

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