methyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-3a-((3-(1-dioxo-thiomorpholino)propylamino)methyl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoate

Base Information

• Chemical Name: methyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-3a-((3-(1-dioxo-thiomorpholino)propylamino)methyl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoate
• CAS No.: 1392113-68-6
• Molecular Formula: C₄₅H₆₈N₂O₄S
• Molecular Weight: 733.112
• Mol file: 1392113-68-6.mol

Synonyms:methyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-3a-((3-(1-dioxo-thiomorpholino)propylamino)methyl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoate

Chemical Property of methyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-3a-((3-(1-dioxo-thiomorpholino)propylamino)methyl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-3a-((3-(1-dioxo-thiomorpholino)propylamino)methyl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoate

There total 8 articles about methyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-3a-((3-(1-dioxo-thiomorpholino)propylamino)methyl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoate 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:

4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-3a-((3-(1-dioxo-thiomorpholino)propylamino)methyl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoic acid (1392110-71-2) + diazomethyl-trimethyl-silane (18107-18-1) → methyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-3a-((3-(1-dioxo-thiomorpholino)propylamino)methyl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoate (1392113-68-6)

Guidance literature:

In methanol; dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

Reference yield:

betulin (473-98-3) → methyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-3a-((3-(1-dioxo-thiomorpholino)propylamino)methyl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoate (1392113-68-6)

Guidance literature:

Multi-step reaction with 8 steps

1.1: pyridine / dmap / 50 °C / Inert atmosphere

1.2: 5 h / 50 °C

2.1: pyridinium chlorochromate / dichloromethane / 7.25 h / 20 °C / Inert atmosphere

3.1: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

3.2: 4.5 h / -78 °C

4.1: sodium carbonate monohydrate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / isopropyl alcohol; 1,4-dioxane; water / 3.5 h / Inert atmosphere

5.1: water; lithium hydroxide monohydrate / 1,4-dioxane / 25.5 h / 75 °C / Inert atmosphere

6.1: pyridinium chlorochromate / dichloromethane / 6.5 h / 20 °C / Inert atmosphere

7.1: acetic acid / 1,2-dichloro-ethane / 0.5 h / 20 °C / Inert atmosphere

7.2: 20 °C

7.3: 20 °C

8.1: dichloromethane; methanol / 2 h / 20 °C / Inert atmosphere

With pyridine; sodium carbonate monohydrate; lithium hydroxide monohydrate; water; potassium hexamethylsilazane; acetic acid; pyridinium chlorochromate; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; 1,2-dichloro-ethane; isopropyl alcohol; 4.1: Suzuki Coupling;

Reference yield:

((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysen-3a-yl)methyl benzoate (1350915-24-0) → methyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-3a-((3-(1-dioxo-thiomorpholino)propylamino)methyl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoate (1392113-68-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: pyridinium chlorochromate / dichloromethane / 7.25 h / 20 °C / Inert atmosphere

2.1: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

2.2: 4.5 h / -78 °C

3.1: sodium carbonate monohydrate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / isopropyl alcohol; 1,4-dioxane; water / 3.5 h / Inert atmosphere

4.1: water; lithium hydroxide monohydrate / 1,4-dioxane / 25.5 h / 75 °C / Inert atmosphere

5.1: pyridinium chlorochromate / dichloromethane / 6.5 h / 20 °C / Inert atmosphere

6.1: acetic acid / 1,2-dichloro-ethane / 0.5 h / 20 °C / Inert atmosphere

6.2: 20 °C

6.3: 20 °C

7.1: dichloromethane; methanol / 2 h / 20 °C / Inert atmosphere

With sodium carbonate monohydrate; lithium hydroxide monohydrate; water; potassium hexamethylsilazane; acetic acid; pyridinium chlorochromate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; 1,2-dichloro-ethane; isopropyl alcohol; 3.1: Suzuki Coupling;

upstream raw materials:

4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-3a-((3-(1-dioxo-thiomorpholino)propylamino)methyl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoic acid

diazomethyl-trimethyl-silane

betulin

((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysen-3a-yl)methyl benzoate

Downstream raw materials:

C₄₉H₇₂N₂O₇S