Triacetoxyperiodinane → Tert-butyl 3-oxopyrrolidine-1-carboxylate

HRID 586364Notes

Reaction equation

HRID 586364 reaction equation
[C:1]([N:8]1[CH2:12][CH2:11][C@@H:10]([OH:13])[CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>>[C:1]([N:8]1[CH2:12][CH2:11][C:10](=[O:13])[CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

Participants

3

Reactant 2

HCID 159087TriacetoxyperiodinaneHCID 6544479tert-Butyl (3R)-3-hydroxypyrrolidine-1-carboxylate

Product 1

HCID 471360Tert-butyl 3-oxopyrrolidine-1-carboxylate

Procedure

Prepared from (R)-(+)-1-Boc-3-pyrrolidinol using the Dess-Martin oxidation (Dess, D. B.; Martin, J. C.; J. Am. Chem. Soc., 1991, 113, 7277)(85%).

Sources & evidence

ORD record
ord-643c16636a5b441291ef7c1cd68e5c63
Source dataset
uspto-grants-2005_08
Patent number
US06936611B2

Reaction notes

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