Piperidine → HCID 23557502, compound

HRID 1245615Notes

Reaction equation

[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH:14]([CH:20]([OH:26])[CH2:21][CH2:22][CH2:23][CH2:24][Cl:25])[C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].N1CCCCC1>>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][CH:11]([CH:14]([C:20](=[O:26])[CH2:21][CH2:22][CH2:23][CH2:24][Cl:25])[C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:12][CH2:13]1)=[O:7])([CH3:3])([CH3:2])[CH3:4]

Participants

Reactant 2

HCID 8082Piperidine

HCID 23557501HCID 23557501, compound

Product 1

HCID 23557502HCID 23557502, compound

Procedure

The title compound was prepared from (2R/S, 3R/S)-2-(1-tert-butoxycarbonyl-piperidin-4-yl)-7-chloro-3-hydroxy-heptanoic acid, ethyl ester (from Step A) using a procedure analogous to that described for Piperidine 8, Step D. RF: 0.30 (4:1 v/v hexanes/EtOAc); 1H-NMR (500 MHz) δ 1.09–1.22 (m, 2H), 1.27 (t, J=7.1, 3H), 1.45 (s, 9H), 1.55 (m, 1H), 1.63–1.79 (m, 5H), 2.29 (m, 1H), 2.46–2.75 (m, 4H), 3.30 (d, J=9.6, 1H), 3.51–3.54 (m, 2H), 4.06–4.21 (m, 4H).

Sources & evidence

ORD record: ord-e437e0b81476449ca2cfe237124df189
Source dataset: uspto-grants-2006_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07125887B2

Reaction notes

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