C₃₉H₅₃N₃O₁₀S

Base Information

• Chemical Name: C₃₉H₅₃N₃O₁₀S
• CAS No.: 1610955-35-5
• Molecular Formula: C₃₉H₅₃N₃O₁₀S
• Molecular Weight: 755.93
• Mol file: 1610955-35-5.mol

Synonyms:C₃₉H₅₃N₃O₁₀S

Chemical Property of C₃₉H₅₃N₃O₁₀S

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₃₉H₅₃N₃O₁₀S

There total 14 articles about C₃₉H₅₃N₃O₁₀S 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: 94.0%

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 (1610955-32-2) + 2-amino-2-methyl-1-(4-methylpiperazin-1-yl)propan-1-one dihydrochloride (1220034-87-6) + acetic anhydride (108-24-7) → C39H53N3O10S (1610955-35-5)

Guidance literature:

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; 2-amino-2-methyl-1-(4-methylpiperazin-1-yl)propan-1-one dihydrochloride; With N-ethyl-N,N-diisopropylamine; HATU; In acetonitrile; at 20 ℃;

acetic anhydride; With dmap; N-ethyl-N,N-diisopropylamine; In acetonitrile; for 1h;

Reference yield:

5-bromo-2-methylbenzaldehyde (90050-59-2) → C39H53N3O10S (1610955-35-5)

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

11.2: 1 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; 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:

(3-(4-(benzyloxy)benzyl)-4-methylphenyl)((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanone (1610955-27-5) → C39H53N3O10S (1610955-35-5)

Guidance literature:

Multi-step reaction with 8 steps

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

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

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

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

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

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

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

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

8.2: 1 h

With methanol; dmap; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; cerium(III) chloride heptahydrate; palladium 10% on activated carbon; water; hydrogen; potassium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; thiourea; HATU; sodium hydroxide; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

(3-(4-(benzyloxy)benzyl)-4-methylphenyl)((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanone

(2S,3S,4R,5S,6R)-2-(3-(4-hydroxybenzyl)-4-methylphenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

C₃₁H₃₈O₁₀S

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

Downstream raw materials:

N-(2-methyl-1-(4-methylpiperazin-1-yl)-1-oxopropan-2-yl)-4-(4-(2-methyl-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)butanamide

Refernces