(1R,2S)-2-methoxycyclohexanol → HCID 140352851, compound

HRID 1194910Notes

Reaction equation

HRID 1194910 reaction equation
[OH:1]/[N:2]=[C:3](/[C:9](=[O:11])[CH3:10])\[C:4]([O:6][CH2:7][CH3:8])=[O:5].[CH3:12][O:13][C@H:14]1[CH2:19][CH2:18][CH2:17][CH2:16][C@H:15]1O>>[CH3:12][O:13][C@@H:14]1[CH2:19][CH2:18][CH2:17][CH2:16][C@H:15]1[O:1]/[N:2]=[C:3](/[C:9](=[O:11])[CH3:10])\[C:4]([O:6][CH2:7][CH3:8])=[O:5]

Participants

3

Reactant 2

HCID 6951180(1R,2S)-2-methoxycyclohexanolHCID 178472876HCID 178472876, compound

Product 1

HCID 140352851HCID 140352851, compound

Procedure

Ethyl (Z)-2-hydroxyimino-3-oxobutyrate (0.98 g) was alkylated with cis-2-methoxycyclohexanol (0.89 g) as described in Example 4, method 3. The pure title compound was obtained as a colourless oil (0.3 g). νmax (film) 1745, 1695, and 1595 cm-1 ; δH (CDCl3) 1.30-2.30 (13H, m), 2.39 (3H, s), 3.42 (3H, s), and 4.20-4.60 (3H, m). [Mass spectrum: CI MH+ (272)].

Sources & evidence

ORD record
ord-f05791e388cb4ff9b2453b72a833d0da
Source dataset
uspto-grants-1989_03
Patent number
US04816452

Reaction notes

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