1-(1-hydroxy-2-methylpropan-2-yl)-3-(2-(4-(2-methyl-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)ethyl)urea

Base Information

Chemical Name:1-(1-hydroxy-2-methylpropan-2-yl)-3-(2-(4-(2-methyl-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)ethyl)urea
CAS No.:1610955-40-2
Molecular Formula:C₂₇H₃₈N₂O₇S
Molecular Weight:534.674
Hs Code.:

Synonyms:1-(1-hydroxy-2-methylpropan-2-yl)-3-(2-(4-(2-methyl-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)ethyl)urea

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Chemical Property of 1-(1-hydroxy-2-methylpropan-2-yl)-3-(2-(4-(2-methyl-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)ethyl)urea

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Technology Process of 1-(1-hydroxy-2-methylpropan-2-yl)-3-(2-(4-(2-methyl-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)ethyl)urea

There total 14 articles about 1-(1-hydroxy-2-methylpropan-2-yl)-3-(2-(4-(2-methyl-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)ethyl)urea 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:

: 90050-59-2
5-bromo-2-methylbenzaldehyde

: 1610955-40-2
1-(1-hydroxy-2-methylpropan-2-yl)-3-(2-(4-(2-methyl-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)ethyl)urea

Guidance literature:: Multi-step reaction with 12 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 - 0 °C

2.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 0 - 20 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

3.2: 3 h / -78 - 20 °C

4.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate; methanol; water; sodium hydroxide / 0.5 h / 0 - 20 °C

5.1: water; acetic acid / 22 h / 100 °C / Inert atmosphere

6.1: dmap; triethylamine / dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere

7.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 1 h / 760.05 Torr

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

9.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

10.1: trifluoroacetic acid / dichloromethane / 2 h

11.1: triethylamine / dichloromethane / 4 h

11.2: 1.5 h

12.1: methanol; sodium methylate / 2 h

With methanol; triethylsilane; dmap; sodium tetrahydroborate; n-butyllithium; trimethylsilyl trifluoromethanesulfonate; cerium(III) chloride heptahydrate; palladium 10% on activated carbon; boron trifluoride diethyl etherate; water; hydrogen; sodium methylate; potassium carbonate; acetic acid; triethylamine; thiourea; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: C₃₃H₄₄N₂O₁₀S

: 1610955-40-2
1-(1-hydroxy-2-methylpropan-2-yl)-3-(2-(4-(2-methyl-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)ethyl)urea

Guidance literature:: With methanol; sodium methylate; for 2h;

Reference yield:

: (3S,4R,5S,6S)-6-(3-(4-(benzyloxy)benzyl)-4-methylphenyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate

: 1610955-40-2
1-(1-hydroxy-2-methylpropan-2-yl)-3-(2-(4-(2-methyl-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)ethyl)urea

Guidance literature:: Multi-step reaction with 6 steps

1.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 1 h / 760.05 Torr

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

3.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

4.1: trifluoroacetic acid / dichloromethane / 2 h

5.1: triethylamine / dichloromethane / 4 h

5.2: 1.5 h

6.1: methanol; sodium methylate / 2 h

With methanol; trimethylsilyl trifluoromethanesulfonate; palladium 10% on activated carbon; hydrogen; sodium methylate; potassium carbonate; triethylamine; thiourea; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;