tert-Butyl (3S)-3-(iodomethyl)pyrrolidine-1-carboxylate → tert-butyl (S)-3-(3-fluorobenzyl)-pyrrolidine-1-carboxylate

HRID 927997Notes

Reaction equation

HRID 927997 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][CH:20]=1)[CH2:5][C@@H:6]1[CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:7]1.IC[C@H]1CCN(C(OC(C)(C)C)=O)C1>>[F:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][CH:20]=1)[CH2:5][C@H:6]1[CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:15])[CH3:16])=[O:12])[CH2:7]1

Participants

3

Reactant 2

HCID 57375933tert-Butyl (3S)-3-(iodomethyl)pyrrolidine-1-carboxylate2×HCID 71006943tert-butyl (R)-3-(3-fluorobenzyl)pyrrolidine-1-carboxylate

Product 1

HCID 71006981tert-butyl (S)-3-(3-fluorobenzyl)-pyrrolidine-1-carboxylate

Procedure

Prepared by proceeding in a similar manner to Intermediate 99 starting with tert-butyl (S)-3-iodomethylpyrrolidine-1-carboxylate (Intermediate 118).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-e5147fc93fef4b3b9f7c1b167b83f478
Source dataset
uspto-grants-2016_03
Patent number
US09290472B2

Reaction notes

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