benzyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-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)-1-hydroxycyclohex-3-enecarboxylate

Base Information

• Chemical Name: benzyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-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)-1-hydroxycyclohex-3-enecarboxylate
• CAS No.: 1449661-90-8
• Molecular Formula: C₄₉H₇₂N₂O₅S
• Molecular Weight: 801.187
• Mol file: 1449661-90-8.mol

Synonyms:benzyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-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)-1-hydroxycyclohex-3-enecarboxylate

Chemical Property of benzyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-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)-1-hydroxycyclohex-3-enecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-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)-1-hydroxycyclohex-3-enecarboxylate

There total 17 articles about benzyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-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)-1-hydroxycyclohex-3-enecarboxylate 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: 43.7%

benzyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-amino-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-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)-1-hydroxycyclohex-3-enecarboxylate (1449661-89-5) + 4-(2-chloroethyl)thiomorpholine 1,1-dioxide hydrochloride → benzyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-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)-1-hydroxycyclohex-3-enecarboxylate (1449661-90-8)

Guidance literature:

With potassium phosphate; potassium iodide; In acetonitrile; at 100 ℃; for 15.25h; Inert atmosphere; Sealed tube;

Reference yield:

(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-isocyanato-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysen-9-ol (672958-04-2) → benzyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-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)-1-hydroxycyclohex-3-enecarboxylate (1449661-90-8)

Guidance literature:

Multi-step reaction with 7 steps

1: hydrogenchloride; water / 1,4-dioxane / 15 h / 60 °C / Inert atmosphere

2: sodium hydrogencarbonate / 1,4-dioxane; water / 16 h / 20 °C / Inert atmosphere

3: pyridinium chlorochromate / dichloromethane / 6 h / 20 °C / Inert atmosphere

4: potassium hexamethylsilazane / tetrahydrofuran / 2 h / -78 - 20 °C / Inert atmosphere

5: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

6: sodium carbonate monohydrate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 4 h / 85 °C / Inert atmosphere

7: potassium iodide; potassium phosphate / acetonitrile / 15.25 h / 100 °C / Inert atmosphere; Sealed tube

With hydrogenchloride; potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate monohydrate; water; potassium hexamethylsilazane; sodium hydrogencarbonate; pyridinium chlorochromate; trifluoroacetic acid; potassium iodide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; acetonitrile;

Reference yield:

betulin (473-98-3) → benzyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-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)-1-hydroxycyclohex-3-enecarboxylate (1449661-90-8)

Guidance literature:

Multi-step reaction with 10 steps

1: 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate / dichloromethane; acetonitrile / 20 °C / Inert atmosphere; Molecular sieve

2: 2-methyl-but-2-ene; sodium chlorite; sodium dihydrogen phosphate monohydrate / water; tert-butyl alcohol / 2 h / 20 °C / Inert atmosphere

3: diphenyl phosphoryl azide; N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 16.66 h / 20 - 102 °C / Inert atmosphere

4: hydrogenchloride; water / 1,4-dioxane / 6 h / 20 °C / Inert atmosphere

5: sodium hydrogencarbonate / dichloromethane / Inert atmosphere

6: tetrahydrofuran / 48 h / 20 °C / Inert atmosphere

7: potassium hexamethylsilazane / tetrahydrofuran / 2 h / -78 - 20 °C / Inert atmosphere

8: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

9: sodium carbonate monohydrate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 4 h / 85 °C / Inert atmosphere

10: potassium iodide; potassium phosphate / acetonitrile / 15.25 h / 100 °C / Inert atmosphere; Sealed tube

With hydrogenchloride; sodium chlorite; potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrapropylammonium perruthennate; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; sodium carbonate monohydrate; diphenyl phosphoryl azide; water; potassium hexamethylsilazane; sodium hydrogencarbonate; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; potassium iodide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; acetonitrile; tert-butyl alcohol;

upstream raw materials:

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

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

tert-butyl ((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-3aH-cyclopenta[a]chrysen-3a-yl)carbamate

tert-butyl ((1R,3aS,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-9-oxo-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysen-3a-yl)carbamate

Refernces