Trifluoroacetate → 4-[2-(1-Benzyl-cyclopropylamino)-1-hydroxy-ethyl]-2-hydroxymethyl-phenol

HRID 229428Notes

Reaction equation

HRID 229428 reaction equation
C([O:8][C:9]1[CH:18]=[CH:17][C:16]([C:19](=[O:25])[CH:20](OCC)O)=[CH:15][C:10]=1[C:11]([O:13]C)=O)C1C=CC=CC=1.[CH2:26]([C:33]1([NH2:36])[CH2:35][CH2:34]1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.FC(F)(F)C([O-])=O>>[CH2:26]([C:33]1([NH:36][CH2:20][CH:19]([C:16]2[CH:17]=[CH:18][C:9]([OH:8])=[C:10]([CH2:11][OH:13])[CH:15]=2)[OH:25])[CH2:35][CH2:34]1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

4

Reactant 3

HCID 84468TrifluoroacetateHCID 1529231-BenzylcyclopropylamineHCID 68858509Methyl benzyloxy-5-(2-ethoxy-2-hydroxy-acetyl)-benzoate

Product 1

HCID 115732174-[2-(1-Benzyl-cyclopropylamino)-1-hydroxy-ethyl]-2-hydroxymethyl-phenol

Procedure

Prepared according to general method 5 from 344 mg (1 mmol) methyl 2-benzyloxy-5-(2-ethoxy-2-hydroxy-acetyl)-benzoate and 147 mg (1 mmol) 1-benzyl-cyclopropylamine. Yield: 184 mg (43%, trifluoroacetate); mass spectroscopy: [M+H]+=314.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-618792e546dd4c42a8d812714e910d41
Source dataset
uspto-grants-2009_07
Patent number
US07563806B2

Reaction notes

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