N-(6-((R)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)-2-(4-fluorobenzyl-thio)pyrimidin-4-yl)-3-methylazetidine-1-sulfonamide

Base Information

Chemical Name:N-(6-((R)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)-2-(4-fluorobenzyl-thio)pyrimidin-4-yl)-3-methylazetidine-1-sulfonamide
CAS No.:1418112-80-7
Molecular Formula:C₂₂H₂₉FN₄O₅S₂
Molecular Weight:512.626
Hs Code.:

Synonyms:N-(6-((R)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)-2-(4-fluorobenzyl-thio)pyrimidin-4-yl)-3-methylazetidine-1-sulfonamide

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Chemical Property of N-(6-((R)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)-2-(4-fluorobenzyl-thio)pyrimidin-4-yl)-3-methylazetidine-1-sulfonamide

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Technology Process of N-(6-((R)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)-2-(4-fluorobenzyl-thio)pyrimidin-4-yl)-3-methylazetidine-1-sulfonamide

There total 13 articles about N-(6-((R)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)-2-(4-fluorobenzyl-thio)pyrimidin-4-yl)-3-methylazetidine-1-sulfonamide 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:

: 1418112-79-4
4-chloro-6-((R)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)-2-(4-fluorobenzylthio)pyrimidine

: 1418112-83-0
3-methylazetidine-1-sulfonamide

: 1418112-80-7
N-(6-((R)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)-2-(4-fluorobenzyl-thio)pyrimidin-4-yl)-3-methylazetidine-1-sulfonamide

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; XPhos; In 1,4-dioxane; at 100 ℃; for 1h; Inert atmosphere;

Reference yield:

: 92973-40-5
methyl (2R,3S)-3,4-O-isopropylidene-2,3,4-trihydroxybutanoate

: 1418112-80-7
N-(6-((R)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)-2-(4-fluorobenzyl-thio)pyrimidin-4-yl)-3-methylazetidine-1-sulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1: triethylamine; dmap / acetonitrile / 3.5 h / 25 °C / Large scale

2: sodium tetrahydroborate; methanol / dichloromethane / 8 - 15 °C

3: sodium methylate / dichloromethane; methanol / 1.5 h / 20 - 25 °C / Large scale

4: lithium aluminium tetrahydride / tetrahydrofuran; dichloromethane / 1 h / 22 - 25 °C / Large scale

5: sodium hydride / tetrahydrofuran; 2-methyltetrahydrofuran; mineral oil / 20.33 h / 0 - 20 °C

6: XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate / 1,4-dioxane / 1 h / 100 °C / Inert atmosphere

With methanol; dmap; sodium tetrahydroborate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium aluminium tetrahydride; sodium methylate; sodium hydride; potassium carbonate; triethylamine; XPhos; In tetrahydrofuran; 2-methyltetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; acetonitrile; mineral oil;

Reference yield:

: 166249-17-8
methyl (2R,3S)-3,4-O-isopropylidene-2,3,4-trihydroxy-2-O-(p-toluenesulfonyl)butanoate

: 1418112-80-7
N-(6-((R)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)-2-(4-fluorobenzyl-thio)pyrimidin-4-yl)-3-methylazetidine-1-sulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1: sodium tetrahydroborate; methanol / dichloromethane / 8 - 15 °C

2: sodium methylate / dichloromethane; methanol / 1.5 h / 20 - 25 °C / Large scale

3: lithium aluminium tetrahydride / tetrahydrofuran; dichloromethane / 1 h / 22 - 25 °C / Large scale

4: sodium hydride / tetrahydrofuran; 2-methyltetrahydrofuran; mineral oil / 20.33 h / 0 - 20 °C

5: XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate / 1,4-dioxane / 1 h / 100 °C / Inert atmosphere

With methanol; sodium tetrahydroborate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium aluminium tetrahydride; sodium methylate; sodium hydride; potassium carbonate; XPhos; In tetrahydrofuran; 2-methyltetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; mineral oil;