HCID 69413696, compound → HCID 69414844, compound

HRID 1350916Notes

Reaction equation

HRID 1350916 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 using the rotary evaporator. 0.14 g (0.28 mmol, 99%) (R)-1-(3-amino-4-benzyloxyphenyl)-2-[1,1-dimethyl-3-(4-phenylimidazol-1-yl)-propylamino]-ethanol was obtained as a brown oil.

Workup

  1. filtrationthe platinum(IV)oxide was filtered off
  2. customthe rotary evaporator

Sources & evidence

ORD record
ord-5dd310c8931b4e42a42d7b97b4e184c9
Source dataset
uspto-grants-2007_05
Patent number
US07214698B2

Reaction notes

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