1-(4-(4-(2-methyl-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)butanamido)cyclopentanecarboxamide

Base Information

Chemical Name:1-(4-(4-(2-methyl-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)butanamido)cyclopentanecarboxamide
CAS No.:1610955-36-6
Molecular Formula:C₃₀H₄₀N₂O₇S
Molecular Weight:572.723
Hs Code.:

Synonyms:1-(4-(4-(2-methyl-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)butanamido)cyclopentanecarboxamide

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

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

There total 12 articles about 1-(4-(4-(2-methyl-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)butanamido)cyclopentanecarboxamide 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: 61.0%

: 1610955-32-2
4-(4-(2-methyl-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)butanoic acid

: 17193-28-1
1-aminocyclopentane-1-carboxamide

: 1610955-36-6
1-(4-(4-(2-methyl-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)butanamido)cyclopentanecarboxamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; HATU; In acetonitrile; at 20 ℃;

Reference yield:

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

: 1610955-36-6
1-(4-(4-(2-methyl-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)butanamido)cyclopentanecarboxamide

Guidance literature:: Multi-step reaction with 11 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: lithium hydroxide / tetrahydrofuran; methanol / 1 h / 60 °C / Inert atmosphere

11.1: N-ethyl-N,N-diisopropylamine; HATU / acetonitrile / 20 °C

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; potassium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; thiourea; HATU; sodium hydroxide; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

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

: 1610955-36-6
1-(4-(4-(2-methyl-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)butanamido)cyclopentanecarboxamide

Guidance literature:: Multi-step reaction with 5 steps

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

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

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

4: lithium hydroxide / tetrahydrofuran; methanol / 1 h / 60 °C / Inert atmosphere

5: N-ethyl-N,N-diisopropylamine; HATU / acetonitrile / 20 °C

With trimethylsilyl trifluoromethanesulfonate; palladium 10% on activated carbon; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; thiourea; HATU; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide; acetonitrile;