(S)-(-)-N-Boc-prolinol → tert-butyl (2S)-2-formylpyrrolidine-1-carboxylate

HRID 366711

Reaction equation

HRID 366711 reaction equation
[C:1]([N:8]1[CH2:14][CH2:13][CH2:12][C@H:9]1[CH2:10][OH:11])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].C(N1CCC[C@H]1CO)(OCC1C=CC=CC=1)=O>>[C:1]([N:8]1[CH2:14][CH2:13][CH2:12][C@H:9]1[CH:10]=[O:11])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

Participants

3

Reactant 2

HCID 643448(S)-(-)-N-Boc-prolinolHCID 11096562Cbz-L-Prolinol

Product 1

HCID 2734674tert-butyl (2S)-2-formylpyrrolidine-1-carboxylate

Procedure

(S)-N-Boc-2-Formyl-pyrrolidine was prepared by Swern oxidation of (S)-N-Boc prolinol (Fluka) according to the conditions described by M. G. B. Drew et al., J. Chem. Soc. Perkin 1, 1998, 1627, for the oxidation of CBZ-prolinol.

Sources & evidence

ORD record
ord-542f8ec3b4d9450a96def8181fc2a8be
Source dataset
uspto-grants-2000_10
Patent number
US06130239

Linked notes

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