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

HRID 927998Notes

Reaction equation

HRID 927998 reaction equation
[I:1][CH2:2][C@@H:3]1[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4]1.OC[C@H]1CCN(C(OC(C)(C)C)=O)C1>>[I:1][CH2:2][C@H:3]1[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4]1

Participants

3

Reactant 2

HCID 1514341tert-butyl (3S)-3-(hydroxymethyl)pyrrolidine-1-carboxylateHCID 59371368tert-butyl (3R)-3-(iodomethyl)pyrrolidine-1-carboxylate

Product 1

HCID 57375933tert-Butyl (3S)-3-(iodomethyl)pyrrolidine-1-carboxylate

Procedure

Prepared by proceeding in a similar manner to Intermediate 100 starting with tert-butyl (S)-3-hydroxymethylpyrrolidine-1-carboxylate.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-42b3103388d04855b5ca42f4ab269f73
Source dataset
uspto-grants-2016_03
Patent number
US09290472B2

Reaction notes

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