tert-butyl (2S)-2-(cyanomethyl)pyrrolidine-1-carboxylate → tert-butyl (2R)-2-(cyanomethyl)pyrrolidine-1-carboxylate

HRID 928019Notes

Reaction equation

HRID 928019 reaction equation
[C:1]([CH2:3][C@@H:4]1[CH2:8][CH2:7][CH2:6][N:5]1[C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])#[N:2].CC1C=CC(S(OC[C@H]2CCCN2C(OC(C)(C)C)=O)(=O)=O)=CC=1>>[C:1]([CH2:3][C@H:4]1[CH2:8][CH2:7][CH2:6][N:5]1[C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])#[N:2]

Participants

3

Reactant 2

HCID 10727174tert-butyl (2S)-2-(cyanomethyl)pyrrolidine-1-carboxylateHCID 11760051(R)-tert-Butyl 2-((tosyloxy)methyl)pyrrolidine-1-carboxylate2×

Product 1

HCID 10727173tert-butyl (2R)-2-(cyanomethyl)pyrrolidine-1-carboxylate

Procedure

Prepared by proceeding in a similar manner to Intermediate 139, starting from tert-butyl (R)-2-(4-methylbenzenesulfonyloxymethyl)pyrrolidine-1-carboxylate (Intermediate 145) and used without further characterisation.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-c921837edcd842c4908b31aea1ee259c
Source dataset
uspto-grants-2016_03
Patent number
US09290472B2

Reaction notes

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