(1R,3S)-3-{(3,4-Dimethoxy-phenyl)-[(E)-hydroxyimino]-methyl}-1,2,2-trimethyl-cyclopentanecarboxylic acid methyl ester

Base Information

• Chemical Name: (1R,3S)-3-{(3,4-Dimethoxy-phenyl)-[(E)-hydroxyimino]-methyl}-1,2,2-trimethyl-cyclopentanecarboxylic acid methyl ester
• CAS No.: 122082-38-6
• Molecular Formula: C₁₉H₂₇NO₅
• Molecular Weight: 349.427

Synonyms:(1R,3S)-3-{(3,4-Dimethoxy-phenyl)-[(E)-hydroxyimino]-methyl}-1,2,2-trimethyl-cyclopentanecarboxylic acid methyl ester

Chemical Property of (1R,3S)-3-{(3,4-Dimethoxy-phenyl)-[(E)-hydroxyimino]-methyl}-1,2,2-trimethyl-cyclopentanecarboxylic acid methyl ester

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Technology Process of (1R,3S)-3-{(3,4-Dimethoxy-phenyl)-[(E)-hydroxyimino]-methyl}-1,2,2-trimethyl-cyclopentanecarboxylic acid methyl ester

There total 2 articles about (1R,3S)-3-{(3,4-Dimethoxy-phenyl)-[(E)-hydroxyimino]-methyl}-1,2,2-trimethyl-cyclopentanecarboxylic acid methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 71.0%

(1S,3R)-3-(3,4-Dimethoxy-benzoyl)-1,2,2-trimethyl-cyclopentanecarboxylic acid methyl ester (122082-26-2) → (1R,3S)-3-{(3,4-Dimethoxy-phenyl)-[(E)-hydroxyimino]-methyl}-1,2,2-trimethyl-cyclopentanecarboxylic acid methyl ester (122082-38-6)

Guidance literature:

With pyridine; hydroxylamine hydrochloride; In ethanol; for 4h; Heating;

DOI:10.1016/0223-5234(88)90091-8

Reference yield:

(1R,3S)-3-(3,4-Dimethoxy-benzoyl)-1,2,2-trimethyl-cyclopentanecarboxylic acid (57078-09-8,61490-73-1,122169-95-3) → (1R,3S)-3-{(3,4-Dimethoxy-phenyl)-[(E)-hydroxyimino]-methyl}-1,2,2-trimethyl-cyclopentanecarboxylic acid methyl ester (122082-38-6)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether

2: 71 percent / NH₂OH*HCl, pyridine / ethanol / 4 h / Heating

With pyridine; hydroxylamine hydrochloride; In diethyl ether; ethanol;

DOI:10.1016/0223-5234(88)90091-8

Reference yield:

(1R,3S)-3-{(3,4-Dimethoxy-phenyl)-[(E)-hydroxyimino]-methyl}-1,2,2-trimethyl-cyclopentanecarboxylic acid methyl ester (122082-38-6) → (1R,6S)-5-(3,4-Dimethoxy-phenyl)-1,9,9-trimethyl-3-oxa-4-aza-bicyclo[4.2.1]nonane; hydrochloride (122082-49-9)

Guidance literature:

With hydrogenchloride; lithium aluminium tetrahydride; Yield given. Multistep reaction; 1.) ether, reflux, 24 h; 2.) ether;

DOI:10.1016/0223-5234(88)90091-8

upstream raw materials:

(1S,3R)-3-(3,4-Dimethoxy-benzoyl)-1,2,2-trimethyl-cyclopentanecarboxylic acid methyl ester

(1R,3S)-3-(3,4-Dimethoxy-benzoyl)-1,2,2-trimethyl-cyclopentanecarboxylic acid

Downstream raw materials:

(1R,6S)-5-(3,4-Dimethoxy-phenyl)-1,9,9-trimethyl-3-oxa-4-aza-bicyclo[4.2.1]nonane; hydrochloride

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