p-Toluenesulfonic acid monohydrate → HCID 131727894, compound

HRID 1445775Notes

Reaction equation

HRID 1445775 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 6544479tert-Butyl (3R)-3-hydroxypyrrolidine-1-carboxylate

Product 1

HCID 131727894HCID 131727894, compoundYield 98.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Prepare using the method of Intermediate 49 with p-toluenesulfonic acid monohydrate (0.255 g, 1.34 mmol), N-Boc-(R)-(−)-3-pyrrolidinol (0.251 g, 1.34 mmol) and ethanol (5 mL) to give the title compound as a pale yellow oil (0.34 g): MS (m/e): 88 (M+1).

Workup

  1. customPrepare

Sources & evidence

ORD record
ord-2a1ab66394c24e31b2ee0eec5cadc486
Source dataset
uspto-grants-2010_02
Patent number
US07666871B2

Reaction notes

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