1-[(Tert-butoxy)carbonyl]piperidine-2-carboxylic acid → N-(N-tert-Butoxycarbonylpipecolyl)-4-amino-5-benzyloxy-2-oxo-tetrahydrofuran

Participants

Role	Name	HCID	Charge
Reactant	1-[(Tert-butoxy)carbonyl]piperidine-2-carboxylic acid	HCID 581831	—
Reactant	{2-[2-(2-Benzyloxy-5-oxo-tetrahydro-furan-3-ylcarbamoyl)-pyrrolidin-1-yl]-1-methyl-2-oxo-ethyl}-carbamic acid tert-butyl ester	HCID 22977790	—
Product	N-(N-tert-Butoxycarbonylpipecolyl)-4-amino-5-benzyloxy-2-oxo-tetrahydrofuran	HCID 22977785	57%

Reaction Steps

Prepared from piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 99 and 40 following the method used in the preparation of 75 to give the title compound as a yellow solid (2.63 g, 57% yield). 1H-NMR (500 MHz, CDCl3) δ 1.15-1.79 (m, 15H), 2.12-2.50 (m, 2H), 2.56-2.83 (m, 1H), 2.89 (dd, 0.5H), 3.05 (dd, 0.5H), 3.81-4.15 (br s, 1H), 4.36-4.97 (m, 3H), 5.37-5.61 (m, 1H), 6.42-6.89 (br s, 1H), 7.17-7.51 (m, 5H). LC-MS (ES+) m/e=419.4 (MH+).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08691848B2
Source dataset	uspto-grants-2014_04
ORD ID	ord-37c34e7407914621ac3d62ab622b762f
Source note	uspto-grants-2014_04