tert-Butyl (3R)-3-hydroxypyrrolidine-1-carboxylate → tert-butyl (R)-3-(2-bromo-5-fluorobenzyloxy)pyrrolidine-1-carboxylate

HRID 928074Notes

Reaction equation

HRID 928074 reaction equation
[Br:1][C:2]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][C:3]=1[CH2:4][O: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.O[C@@H]1CCN(C(OC(C)(C)C)=O)C1>>[Br:1][C:2]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][C:3]=1[CH2:4][O:5][C@@H:6]1[CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:16])([CH3:17])[CH3:15])=[O:12])[CH2:7]1

Participants

3

Reactant 2

HCID 6544479tert-Butyl (3R)-3-hydroxypyrrolidine-1-carboxylateHCID 68923111tert-butyl (S)-3-(2-bromo-5-fluorobenzyloxy)pyrrolidine-1-carboxylate

Product 1

HCID 86713373tert-butyl (R)-3-(2-bromo-5-fluorobenzyloxy)pyrrolidine-1-carboxylate

Procedure

Prepared by proceeding in a similar manner to Intermediate 216, starting from tert-butyl(R)-3-hydroxy-pyrrolidine-1-carboxylate.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-1734addc93844d95aab9c7b52a005c1f
Source dataset
uspto-grants-2016_03
Patent number
US09290472B2

Reaction notes

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