(1R,4S)-2-((3R,4S)-2,4-dimethyl-3-triisopropylsiloxymethylcyclohex-2-en-1-one-4-carbonyl)-4,7,7-trimethyl-2-azabicyclo[2.2.1]heptan-3-one

Base Information

Chemical Name:(1R,4S)-2-((3R,4S)-2,4-dimethyl-3-triisopropylsiloxymethylcyclohex-2-en-1-one-4-carbonyl)-4,7,7-trimethyl-2-azabicyclo[2.2.1]heptan-3-one
CAS No.:1352125-79-1
Molecular Formula:C₂₈H₄₇NO₄Si
Molecular Weight:489.771
Hs Code.:

Synonyms:(1R,4S)-2-((3R,4S)-2,4-dimethyl-3-triisopropylsiloxymethylcyclohex-2-en-1-one-4-carbonyl)-4,7,7-trimethyl-2-azabicyclo[2.2.1]heptan-3-one

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Chemical Property of (1R,4S)-2-((3R,4S)-2,4-dimethyl-3-triisopropylsiloxymethylcyclohex-2-en-1-one-4-carbonyl)-4,7,7-trimethyl-2-azabicyclo[2.2.1]heptan-3-one

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Technology Process of (1R,4S)-2-((3R,4S)-2,4-dimethyl-3-triisopropylsiloxymethylcyclohex-2-en-1-one-4-carbonyl)-4,7,7-trimethyl-2-azabicyclo[2.2.1]heptan-3-one

There total 5 articles about (1R,4S)-2-((3R,4S)-2,4-dimethyl-3-triisopropylsiloxymethylcyclohex-2-en-1-one-4-carbonyl)-4,7,7-trimethyl-2-azabicyclo[2.2.1]heptan-3-one 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: 68.0%

: 139312-00-8
(1R,4S)-2-((3R,4S)-2,4-dimethyl-1-triisopropylsiloxy-3-triisopropylsiloxymethyl-cyclohexene-4-carbonyl)-4,7,7-trimethyl-2-azabicyclo[2.2.1]heptan-3-one

: 1352125-79-1
(1R,4S)-2-((3R,4S)-2,4-dimethyl-3-triisopropylsiloxymethylcyclohex-2-en-1-one-4-carbonyl)-4,7,7-trimethyl-2-azabicyclo[2.2.1]heptan-3-one

Guidance literature:: With Phenylselenyl bromide; sodium hydrogencarbonate; In methanol; dichloromethane; at 25 ℃; for 3h; Inert atmosphere;
DOI:10.1016/j.tet.2011.09.067

Reference yield:

: 139402-50-9
(1R,4S)-4,7,7-Trimethyl-2-(2-methyl-acryloyl)-2-aza-bicyclo[2.2.1]heptan-3-one

: 1352125-79-1
(1R,4S)-2-((3R,4S)-2,4-dimethyl-3-triisopropylsiloxymethylcyclohex-2-en-1-one-4-carbonyl)-4,7,7-trimethyl-2-azabicyclo[2.2.1]heptan-3-one

Guidance literature:: Multi-step reaction with 2 steps

1: titanium tetrachloride / dichloromethane / 18 h / -25 - -20 °C / Inert atmosphere

2: Phenylselenyl bromide; sodium hydrogencarbonate / methanol; dichloromethane / 3 h / 25 °C / Inert atmosphere

With Phenylselenyl bromide; titanium tetrachloride; sodium hydrogencarbonate; In methanol; dichloromethane; 1: Diels-Alder reaction;
DOI:10.1016/j.tet.2011.09.067

Reference yield:

: 6153-06-6,105-29-3
(E)-3-methylpent-2-en-4-yn-1-ol

: 1352125-79-1
(1R,4S)-2-((3R,4S)-2,4-dimethyl-3-triisopropylsiloxymethylcyclohex-2-en-1-one-4-carbonyl)-4,7,7-trimethyl-2-azabicyclo[2.2.1]heptan-3-one

Guidance literature:: Multi-step reaction with 4 steps

1: sulfuric acid; water; mercury(II) oxide / 1.33 h / 60 °C

2: triethylamine / dichloromethane / 16 h / 25 °C / Inert atmosphere

3: titanium tetrachloride / dichloromethane / 18 h / -25 - -20 °C / Inert atmosphere

4: Phenylselenyl bromide; sodium hydrogencarbonate / methanol; dichloromethane / 3 h / 25 °C / Inert atmosphere

With sulfuric acid; Phenylselenyl bromide; water; titanium tetrachloride; sodium hydrogencarbonate; triethylamine; mercury(II) oxide; In methanol; dichloromethane; 3: Diels-Alder reaction;
DOI:10.1016/j.tet.2011.09.067