p-Toluenesulfonic acid monohydrate → HCID 131727895, compound

HRID 1445776Notes

Reaction equation

HRID 1445776 reaction equation
O.[C:2]1([CH3:12])[CH:7]=[CH:6][C:5]([S:8]([OH:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1.C([N:20]1[CH2:24][CH2:23][C@H:22]([OH:25])[CH2:21]1)(OC(C)(C)C)=O>C(O)C>[NH:20]1[CH2:24][CH2:23][C@H:22]([OH:25])[CH2:21]1.[CH3:12][C:2]1[CH:3]=[CH:4][C:5]([S:8]([O-:11])(=[O:10])=[O:9])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 854055tert-Butyl (3S)-3-hydroxypyrrolidine-1-carboxylate

Product 1

HCID 131727895HCID 131727895, compoundYield 101.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Prepare using the method of Intermediate 49 with p-toluenesulfonic acid monohydrate (0.254 g, 1.34 mmol), N-Boc-(S)-(+)-3-pyrrolidinol (0.250 g, 1.34 mmol) and ethanol (2 mL) to give the title compound as a white solid (0.35 g): MS (m/e): 88 (M+1).

Workup

  1. customPrepare

Sources & evidence

ORD record
ord-20979d24ab5d41cab0467a9994114dda
Source dataset
uspto-grants-2010_02
Patent number
US07666871B2

Reaction notes

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