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HRID 525455作成日:2026年10月27日

Acetic Acid → 1-[6-(4-tert-Butyl-cyclohexyloxy)-naphthalen-2-ylmethyl]-4-phenyl-piperidine-4-carboxylic acid

https://huagongshe.com/reaction/525455

反応式

関与物質

役割名称HCID仕込み量
反応物Acetic AcidHCID 176—
反応物MethanolHCID 887—
反応物4-Phenylpiperidine-4-carboxylic acid, compound with toluene-p-sulphonic acidHCID 19259—
反応物Sodium cyanoborohydrideHCID 5003444—
反応物1-[6-(4-tert-Butyl-cyclohexyloxy)-naphthalen-2-ylmethyl]-4-ethyl-piperidine-4-carboxylic acidHCID 60162828—
反応物6-(trans-4-Tert-butylcyclohexyloxy)-2-naphthaldehydeHCID 86668412—
生成物1-[6-(4-tert-Butyl-cyclohexyloxy)-naphthalen-2-ylmethyl]-4-phenyl-piperidine-4-carboxylic acidHCID 601628315%

反応手順

The compound was prepared in a manner similar as to that described for 1-[6-(4-tert-Butyl-cyclohexyloxy)-naphthalen-2-ylmethyl]-4-ethyl-piperidine-4-carboxylic acid using 4-Phenyl-piperidine-4-carboxylic acid (0.198 g, 0.967 mmol), 6-(4-tert-Butyl-cyclohexyloxy)-naphthalene-2-carbaldehyde (0.250 g, 0.805 mmol), acetic acid (0.16 mL, 2.8 mmol), Methanol (1.6 mL, 4.0E1 mmol) and sodium cyanoborohydride (75.314 mg, 1.1985 mmol) to give 21 mg of the title compound as a white solid (5%). ESI-LCMS (500 M+H). 1H NMR (DMSO-d6, 400 MHz): Shift (ppm) 7.80-7.98 (m, 3H), 7.16-7.63 (m, 8H), 4.51 (br. s., 3H), 3.45-3.64 (m, 2H), 2.96-3.18 (m, 2H), 2.68 (m, 2H), 2.13-2.31 (m, 2H), 1.74-2.09 (m, 4H), 1.00-1.53 (m, 5H), 0.89 (s, 9H)

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09340527B2
出典データセットuspto-grants-2016_05
ORD IDord-bf3814db56784bd99ed0e081f31a535c
出典メモuspto-grants-2016_05