o-Iodoanisole → HCID 57438064, compound

HRID 885622Notes

Reaction equation

HRID 885622 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][CH:10]([CH:13]([OH:20])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:9]1)=O)(C)(C)C.I[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1OC>>[O:20]([CH:13]([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[CH:10]1[CH2:11][CH2:12][NH:8][CH2:9]1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 68257o-IodoanisoleHCID 46831646tert-Butyl 3-(hydroxy(phenyl)methyl)pyrrolidine-1-carboxylate

Product 1

HCID 57438064HCID 57438064, compound

Procedure

Following the procedure of Example 2, and, in Preparation 3, substituting the RS/SR mixture of enantiomers with the SS/RR mixture of enantiomers of 3-(hydroxyphenylmethyl)-pyrrolidine-1-carboxylic acid t-butyl ester (47.5 mg, 170 μmol), and substituting 2-iodoanisole with the appropriate aryl iodide, the SS/RR mixture of enantiomers (16-2) of the title compound was prepared (12.4 mg) as a TFA salt. MS m/z: [M+H]+ calcd for C17H19NO, 254.15. Found 254.2.

Workup

  1. customin Preparation 3
  2. additionthe RS/SR mixture of enantiomers

Sources & evidence

ORD record
ord-df869a872e27457a9566f07b13bfea7e
Source dataset
uspto-grants-2012_08
Patent number
US08242164B2

Reaction notes

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