3-((1R,2R,4R,6S)-2-(benzylamino)-6-(cyanomethyl)-2-ethynyl-4-methylcyclohexyl)propyl acetate

Base Information

Chemical Name:3-((1R,2R,4R,6S)-2-(benzylamino)-6-(cyanomethyl)-2-ethynyl-4-methylcyclohexyl)propyl acetate
CAS No.:1225377-67-2
Molecular Formula:C₂₃H₃₀N₂O₂
Molecular Weight:366.503
Hs Code.:

Synonyms:3-((1R,2R,4R,6S)-2-(benzylamino)-6-(cyanomethyl)-2-ethynyl-4-methylcyclohexyl)propyl acetate

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Chemical Property of 3-((1R,2R,4R,6S)-2-(benzylamino)-6-(cyanomethyl)-2-ethynyl-4-methylcyclohexyl)propyl acetate

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Technology Process of 3-((1R,2R,4R,6S)-2-(benzylamino)-6-(cyanomethyl)-2-ethynyl-4-methylcyclohexyl)propyl acetate

There total 8 articles about 3-((1R,2R,4R,6S)-2-(benzylamino)-6-(cyanomethyl)-2-ethynyl-4-methylcyclohexyl)propyl acetate 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: 92.0%

: 1225377-65-0
3-((1R,2S,4R,6S)-2-acetoxy-6-(cyanomethyl)-2-ethynyl-4-methylcyclohexyl)propyl acetate

: 100-46-9
benzylamine

: 1225377-67-2
3-((1R,2R,4R,6S)-2-(benzylamino)-6-(cyanomethyl)-2-ethynyl-4-methylcyclohexyl)propyl acetate

Guidance literature:: With copper(l) chloride; In tetrahydrofuran; for 0.5h; diastereoselective reaction; Inert atmosphere; Degassing; Heating;
DOI:10.1021/ja101956x

Reference yield:

: 1225377-59-2
(R)-3-(4-methyl-6-oxocyclohex-1-en-1-yl)propyl acetate

: 1225377-67-2
3-((1R,2R,4R,6S)-2-(benzylamino)-6-(cyanomethyl)-2-ethynyl-4-methylcyclohexyl)propyl acetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / diethyl ether; hexane / 0.68 h / -78 °C / Inert atmosphere

1.2: 0.55 h / -78 °C / Inert atmosphere

2.1: tetrahydrofuran; toluene / 0.58 h / 23 °C / Inert atmosphere

3.1: magnesium(II) perchlorate / 0.5 h / 23 °C / Inert atmosphere

4.1: copper(l) chloride / tetrahydrofuran / 0.5 h / 80 °C / Inert atmosphere

With n-butyllithium; magnesium(II) perchlorate; copper(l) chloride; In tetrahydrofuran; diethyl ether; hexane; toluene;
DOI:10.1021/jo400695c

Reference yield:

: 1225377-61-6
3-((1R,2S,4R)-2-(cyanomethyl)-4-methyl-6-oxocyclohexyl)propyl acetate

: 1225377-67-2
3-((1R,2R,4R,6S)-2-(benzylamino)-6-(cyanomethyl)-2-ethynyl-4-methylcyclohexyl)propyl acetate

Guidance literature:: Multi-step reaction with 3 steps

1: tetrahydrofuran; toluene / 0.58 h / 23 °C / Inert atmosphere

2: magnesium(II) perchlorate / 0.5 h / 23 °C / Inert atmosphere

3: copper(l) chloride / tetrahydrofuran / 0.5 h / 80 °C / Inert atmosphere

With magnesium(II) perchlorate; copper(l) chloride; In tetrahydrofuran; toluene;
DOI:10.1021/jo400695c