HCID 69230961, compound → HCID 69236551, compound

HRID 1510213Notes

Reaction equation

HRID 1510213 reaction equation
[C:1]([O:4][C@@H:5]([C:30]1[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=1)[CH2:6][N:7]1[CH2:12][CH2:11][C@@H:10]([CH2:13][CH2:14][O:15][CH:16]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C@H:9]([OH:29])[CH2:8]1)(=[O:3])[CH3:2]>C(Cl)(Cl)Cl>[C:1]([O:4][C@@H:5]([C:30]1[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=1)[CH2:6][N:7]1[CH2:12][CH2:11][CH:10]([CH2:13][CH2:14][O:15][CH:16]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:9]([OH:29])[CH2:8]1)(=[O:3])[CH3:2]

Participants

3

Reactant 1

HCID 69230961HCID 69230961, compound

Product 1

HCID 69236551HCID 69236551, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

(S)-2-((3S,4S)-4-(2-(benzhydryloxy)ethyl)-3-hydroxypiperidin-1-yl)-1-(4-fluorophen-yl)ethyl acetate (8d′). 1H-NMR (CDCl3; 400 MHz): 1.28-1.38 (m, 2H, H-4, H-5ax), 1.54-1.65 (2H, m, H-5eq, CH2CH2O), 1.83-1.92 (m, 1H, H-6ax), 1.97-1.99 (t, 1H, J=13.2 Hz, H-2ax), 2.07 (s, 3H, OCOCH3), 2.11-2.14 (t, 1H, J=8.8 Hz, CHHCH2O), 2.54-2.58 (dd, J=13.6, 4.8 Hz, 1H, NCHHCHAr), 2.70-2.73 (brd, 1H, J=11.2 Hz, H-6eq), 2.79-2.85 (m, 1H, NCHHCHAr), 3.01-3.05 (dd, 1H, J=10.4, 2.8 Hz, H-2eq), 3.31-3.36 (m, 1H, H-3ax), 3.48-3.53 (m, 1H, CH2CHHO), 3.55-3.60 (m, 1H, CH2CHHO), 5.36 (s, 1H, PhCH(O)Ph), 5.87-5.90 (dd, 1H, J=8.4, 4.8 Hz, CHOCOCH3), 6.99-7.04 (t, 2H, ArH), 7.22-7.33 (m, 12H, ArH). [a]25D=+13.30° (c=1.0, CHCl3).

Sources & evidence

ORD record
ord-457c2304507c4f9a96326cbe982aa070
Source dataset
uspto-grants-2012_07
Patent number
US08211916B2

Reaction notes

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