(2S,3S,4R,5S,6R)-2-(3-(4-((E)-3-cyanoprop-1-en-1-yl)benzyl)-4-methylphenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Base Information

Chemical Name:(2S,3S,4R,5S,6R)-2-(3-(4-((E)-3-cyanoprop-1-en-1-yl)benzyl)-4-methylphenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate
CAS No.:1610955-19-5
Molecular Formula:C₃₀H₃₃NO₇S
Molecular Weight:551.661
Hs Code.:

Synonyms:(2S,3S,4R,5S,6R)-2-(3-(4-((E)-3-cyanoprop-1-en-1-yl)benzyl)-4-methylphenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

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Chemical Property of (2S,3S,4R,5S,6R)-2-(3-(4-((E)-3-cyanoprop-1-en-1-yl)benzyl)-4-methylphenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

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Technology Process of (2S,3S,4R,5S,6R)-2-(3-(4-((E)-3-cyanoprop-1-en-1-yl)benzyl)-4-methylphenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

There total 10 articles about (2S,3S,4R,5S,6R)-2-(3-(4-((E)-3-cyanoprop-1-en-1-yl)benzyl)-4-methylphenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate 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: 64.0%

: 1610954-90-9
(2S,3S,4R,5S,6R)-2-(3-(4-chlorobenzyl)-4-methylphenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 109-75-1
but-3-enenitrile

: 1610955-19-5
(2S,3S,4R,5S,6R)-2-(3-(4-((E)-3-cyanoprop-1-en-1-yl)benzyl)-4-methylphenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-Methyldicyclohexylamine; tri tert-butylphosphoniumtetrafluoroborate; In 1-methyl-pyrrolidin-2-one; at 160 ℃; for 0.333333h; Microwave irradiation;

Reference yield:

: 1500921-65-2
(5-bromo-2-methylphenyl)(4-chlorophenyl)methanone

: 1610955-19-5
(2S,3S,4R,5S,6R)-2-(3-(4-((E)-3-cyanoprop-1-en-1-yl)benzyl)-4-methylphenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: Multi-step reaction with 7 steps

1.1: triethylsilane; boron trifluoride diethyl etherate / acetonitrile / 2 h / 0 - 60 °C

2.1: tert-butylmagnesium chloride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

2.2: 1.5 h / -78 - 60 °C

3.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate; methanol; water; sodium hydroxide / 0.25 h

4.1: water; acetic acid / 7 h / 100 °C

5.1: dmap; triethylamine / acetonitrile / 1 h / 20 °C

6.1: thiourea; trimethylsilyl trifluoromethanesulfonate / 1,4-dioxane / 3 h / 80 °C

6.2: 18 h / 20 °C

7.1: tri tert-butylphosphoniumtetrafluoroborate; N-Methyldicyclohexylamine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1-methyl-pyrrolidin-2-one / 0.33 h / 160 °C / Microwave irradiation

With methanol; triethylsilane; dmap; sodium tetrahydroborate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trimethylsilyl trifluoromethanesulfonate; cerium(III) chloride heptahydrate; N-Methyldicyclohexylamine; boron trifluoride diethyl etherate; tert-butylmagnesium chloride; water; acetic acid; triethylamine; thiourea; sodium hydroxide; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; acetonitrile;

Reference yield:

: 1610954-86-3
(3-(4-chlorobenzyl)-4-methylphenyl)((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanone

: 1610955-19-5
(2S,3S,4R,5S,6R)-2-(3-(4-((E)-3-cyanoprop-1-en-1-yl)benzyl)-4-methylphenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate; methanol; water; sodium hydroxide / 0.25 h

2.1: water; acetic acid / 7 h / 100 °C

3.1: dmap; triethylamine / acetonitrile / 1 h / 20 °C

4.1: thiourea; trimethylsilyl trifluoromethanesulfonate / 1,4-dioxane / 3 h / 80 °C

4.2: 18 h / 20 °C

5.1: tri tert-butylphosphoniumtetrafluoroborate; N-Methyldicyclohexylamine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1-methyl-pyrrolidin-2-one / 0.33 h / 160 °C / Microwave irradiation

With methanol; dmap; sodium tetrahydroborate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trimethylsilyl trifluoromethanesulfonate; cerium(III) chloride heptahydrate; N-Methyldicyclohexylamine; water; acetic acid; triethylamine; thiourea; sodium hydroxide; tri tert-butylphosphoniumtetrafluoroborate; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; acetonitrile;