(1R,2R,5R,10S,13R,14R,17S,19R)-5-({[1-(4-chlorophenyl)cyclopropyl]carbamoyl}(oxo)methyl)-1,2,14,18,18-pentamethyl-7-oxo-8-(propan-2-yl)pentacyclo[11,8.0.0^2,10.0^5,9.0^14,19]henicos-8-en-17-yl 1-(2-hydroxyethyl)2,2-dimethylbutanedioate

Base Information

• Chemical Name: (1R,2R,5R,10S,13R,14R,17S,19R)-5-({[1-(4-chlorophenyl)cyclopropyl]carbamoyl}(oxo)methyl)-1,2,14,18,18-pentamethyl-7-oxo-8-(propan-2-yl)pentacyclo[11,8.0.0^2,10.0^5,9.0^14,19]henicos-8-en-17-yl 1-(2-hydroxyethyl)2,2-dimethylbutanedioate
• CAS No.: 1422355-61-0
• Molecular Formula: C₄₈H₆₆ClNO₈
• Molecular Weight: 820.507

Synonyms:(1R,2R,5R,10S,13R,14R,17S,19R)-5-({[1-(4-chlorophenyl)cyclopropyl]carbamoyl}(oxo)methyl)-1,2,14,18,18-pentamethyl-7-oxo-8-(propan-2-yl)pentacyclo[11,8.0.0^2,10.0^5,9.0^14,19]henicos-8-en-17-yl 1-(2-hydroxyethyl)2,2-dimethylbutanedioate

Chemical Property of (1R,2R,5R,10S,13R,14R,17S,19R)-5-({[1-(4-chlorophenyl)cyclopropyl]carbamoyl}(oxo)methyl)-1,2,14,18,18-pentamethyl-7-oxo-8-(propan-2-yl)pentacyclo[11,8.0.0^2,10.0^5,9.0^14,19]henicos-8-en-17-yl 1-(2-hydroxyethyl)2,2-dimethylbutanedioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R,5R,10S,13R,14R,17S,19R)-5-({[1-(4-chlorophenyl)cyclopropyl]carbamoyl}(oxo)methyl)-1,2,14,18,18-pentamethyl-7-oxo-8-(propan-2-yl)pentacyclo[11,8.0.0^2,10.0^5,9.0^14,19]henicos-8-en-17-yl 1-(2-hydroxyethyl)2,2-dimethylbutanedioate

There total 23 articles about (1R,2R,5R,10S,13R,14R,17S,19R)-5-({[1-(4-chlorophenyl)cyclopropyl]carbamoyl}(oxo)methyl)-1,2,14,18,18-pentamethyl-7-oxo-8-(propan-2-yl)pentacyclo[11,8.0.0^2,10.0^5,9.0^14,19]henicos-8-en-17-yl 1-(2-hydroxyethyl)2,2-dimethylbutanedioate 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: 67.4%

4-((3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-(2-(1-(4-chlorophenyl)-cyclopropylamino)-2-oxoacetyl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-2-oxo-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-9-yloxy)-2,2-dimethyl-4-oxobutanoic acid (1422355-59-6) + 2-bromoethanol (540-51-2) → (1R,2R,5R,10S,13R,14R,17S,19R)-5-({[1-(4-chlorophenyl)cyclopropyl]carbamoyl}(oxo)methyl)-1,2,14,18,18-pentamethyl-7-oxo-8-(propan-2-yl)pentacyclo[11,8.0.02,10.05,9.014,19]henicos-8-en-17-yl 1-(2-hydroxyethyl)2,2-dimethylbutanedioate (1422355-61-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 70 ℃; Inert atmosphere;

Reference yield: 65.9%

4-((3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-(2-(1-(4-chlorophenyl)-cyclopropylamino)-2-oxoacetyl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-2-oxo-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-9-yloxy)-2,2-dimethyl-4-oxobutanoic acid (1422355-59-6) + ethylene glycol (107-21-1) → (1R,2R,5R,10S,13R,14R,17S,19R)-5-({[1-(4-chlorophenyl)cyclopropyl]carbamoyl}(oxo)methyl)-1,2,14,18,18-pentamethyl-7-oxo-8-(propan-2-yl)pentacyclo[11,8.0.02,10.05,9.014,19]henicos-8-en-17-yl 1-(2-hydroxyethyl)2,2-dimethylbutanedioate (1422355-61-0)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃;

Reference yield:

(3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-(hydroxymethyl)-1-isopropyl-5a,5b,8, 8,11a-pentamethyl-2-oxo-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-9-yl acetate (226384-14-1) → (1R,2R,5R,10S,13R,14R,17S,19R)-5-({[1-(4-chlorophenyl)cyclopropyl]carbamoyl}(oxo)methyl)-1,2,14,18,18-pentamethyl-7-oxo-8-(propan-2-yl)pentacyclo[11,8.0.02,10.05,9.014,19]henicos-8-en-17-yl 1-(2-hydroxyethyl)2,2-dimethylbutanedioate (1422355-61-0)

Guidance literature:

Multi-step reaction with 12 steps

1.1: pyridinium chlorochromate / dichloromethane / 1 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -40 - -20 °C / Inert atmosphere

2.2: 1 h / -78 - -70 °C / Inert atmosphere

3.1: triethylamine; dmap / dichloromethane / 2 h / 20 - 50 °C

4.1: N-Bromosuccinimide / acetonitrile; water / 0.17 h / 20 °C

5.1: 2-methyl-but-2-ene; sodium chlorite; sodium dihydrogenphosphate / tetrahydrofuran; water; tert-butyl alcohol / 0.92 h / 0 - 20 °C

6.1: potassium hydroxide / toluene; ethanol / 0.5 h / 20 °C

7.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 3 h / 50 °C

8.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h / 0 - 20 °C

9.1: hydrogenchloride; water / 20 - 45 °C

10.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 1 h / 20 °C

11.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

12.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 20 °C

With hydrogenchloride; dmap; sodium chlorite; sodium dihydrogenphosphate; N-Bromosuccinimide; n-butyllithium; 2-methyl-but-2-ene; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; pyridinium chlorochromate; trifluoroacetic acid; potassium hydroxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; acetonitrile; tert-butyl alcohol;

upstream raw materials:

((3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-9-acetoxy-1-isopropyl-5a,5b,8,8,11a-pentamethyl-2-oxo-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-3a-yl)methyl acetate

(3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-(hydroxymethyl)-1-isopropyl-5a,5b,8, 8,11a-pentamethyl-2-oxo-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-9-yl acetate

(3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-formyl-1-isopropyl-5a,5b,8,8,11a-pentamethyl-2-oxo-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-9-yl acetate

(3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((1,3-dithian-2-yl)(hydroxy)methyl)-9-hydroxy-1-isopropyl-5a,5b,8,8,11a-pentamethyl-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-2-one

Downstream raw materials:

{2-[(4-{[(1R,2R,10S,13S,14R,17S,19R)-5-({[1-(4-chlorophenyl)cyclopropyl]carbamoyl}(oxo)methyl)-1,2,14,18,18-pentamethyl-7-oxo-8-(propan-2-yl)pentacyclo[11.8.0.0^2,10.0^5,9.0^14,19]henicos-8-en-17-yl]oxy}-2,2-dimethyl-4-oxobutanoyl)oxy]ethoxy}phosphonic acid

C₅₆H₈₃ClNO₁₁P

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