1-[(Tert-butoxy)carbonyl]piperidine-2-carboxylic acid → HCID 22977785, compound

HRID 502299Notes

Reaction equation

HRID 502299 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:16][CH2:15][CH2:14][CH2:13][CH:9]1[C:10]([OH:12])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(OC([NH:23][CH:24]1[CH:28]([O:29][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[O:27][C:26](=[O:37])[CH2:25]1)=O)C=C>>[C:1]([O:5][C:6]([N:8]1[CH2:16][CH2:15][CH2:14][CH2:13][CH:9]1[C:10]([NH:23][CH:24]1[CH:28]([O:29][CH2:30][C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=2)[O:27][C:26](=[O:37])[CH2:25]1)=[O:12])=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 5818311-[(Tert-butoxy)carbonyl]piperidine-2-carboxylic acidHCID 22321532(2-Benzyloxy-5-oxo-tetrahydro-furan-3-yl)-carbamic acid allyl ester

Product 1

HCID 22977785HCID 22977785, compoundYield 85.9%

Procedure

Reaction of N-tert-butoxycarbonylpipecolic acid (460 mg, 2.0 mmol) and N-allyloxycarbonyl-4-amino-5-benzyloxy-2-oxotetrahydrofuran (530 mg, 1.82 mmol) was carried out by a method analogous to that reported by Chapman (Bioorg. & Med. Chem. Lett. 1992, 2, 613-618.) to give 654 mg of the title compound.

Sources & evidence

ORD record
ord-3f6d2a5966e04dcf8836eef5d969cb25
Source dataset
uspto-grants-2010_08
Patent number
US07772366B2

Reaction notes

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