4-(((3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((R)-2-((4-chlorobenzyl)amino)-1-hydroxyethyl)-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)oxy)-2,2-dimethyl-4-oxobutanoic acid

Base Information

Chemical Name:4-(((3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((R)-2-((4-chlorobenzyl)amino)-1-hydroxyethyl)-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)oxy)-2,2-dimethyl-4-oxobutanoic acid
CAS No.:1443460-85-2
Molecular Formula:C₄₄H₆₄ClNO₆
Molecular Weight:738.448
Hs Code.:

4-(((3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((R)-2-((4-chlorobenzyl)amino)-1-hydroxyethyl)-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)oxy)-2,2-dimethyl-4-oxobutanoic acid

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Chemical Property of 4-(((3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((R)-2-((4-chlorobenzyl)amino)-1-hydroxyethyl)-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)oxy)-2,2-dimethyl-4-oxobutanoic acid

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Technology Process of 4-(((3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((R)-2-((4-chlorobenzyl)amino)-1-hydroxyethyl)-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)oxy)-2,2-dimethyl-4-oxobutanoic acid

There total 15 articles about 4-(((3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((R)-2-((4-chlorobenzyl)amino)-1-hydroxyethyl)-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)oxy)-2,2-dimethyl-4-oxobutanoic acid 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:

: 1-tert-butyl 4-((3aR,5aR,5bR,9S,11aR)-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) 2,2-dimethylsuccinate

: 1443460-85-2
4-(((3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((R)-2-((4-chlorobenzyl)amino)-1-hydroxyethyl)-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)oxy)-2,2-dimethyl-4-oxobutanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: N-[(1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl]-2-pyridinemethanamine; copper(II) acetate monohydrate; N-ethyl-N,N-diisopropylamine / toluene; tert-butyl alcohol / 2 h / 30 °C

2: hydrogen; 1% platinum on charcoal / ethanol / 10 h / 50 °C / 3000.3 - 3750.38 Torr

3: triethylamine; magnesium sulfate / methanol

4: toluene-4-sulfonic acid / acetonitrile / 2 h / 65 °C

With N-[(1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl]-2-pyridinemethanamine; 1% platinum on charcoal; hydrogen; copper(II) acetate monohydrate; magnesium sulfate; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; ethanol; toluene; acetonitrile; tert-butyl alcohol;
DOI:10.1021/acs.oprd.1c00374

Reference yield:

: C₃₆H₅₇NO₃

: 1443460-85-2
4-(((3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((R)-2-((4-chlorobenzyl)amino)-1-hydroxyethyl)-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)oxy)-2,2-dimethyl-4-oxobutanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium hydroxide / methanol; tetrahydrofuran

2.1: triethylamine / tetrahydrofuran / 1 h / 0 °C

2.2: 1.5 h

3.1: copper(II) acetate monohydrate; N-ethyl-N,N-diisopropylamine; C₂₆H₃₂N₂O₂ / toluene; tert-butyl alcohol / 40 h

4.1: hydrogen; 1% platinum on charcoal / ethanol / 10 h / 50 °C / 3000.3 - 3750.38 Torr

5.1: triethylamine; magnesium sulfate / methanol

6.1: toluene-4-sulfonic acid / acetonitrile / 2 h / 65 °C

With 1% platinum on charcoal; hydrogen; copper(II) acetate monohydrate; C₂₆H₃₂N₂O₂; magnesium sulfate; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; potassium hydroxide; In tetrahydrofuran; methanol; ethanol; toluene; acetonitrile; tert-butyl alcohol;
DOI:10.1021/acs.oprd.1c00374

Reference yield:

: 154955-52-9
(3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-9-Hydroxy-3a-(hydroxymethyl)-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]chrysene-2-one

: 1443460-85-2
4-(((3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((R)-2-((4-chlorobenzyl)amino)-1-hydroxyethyl)-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)oxy)-2,2-dimethyl-4-oxobutanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; water; tetrabutyl-ammonium chloride; N-chloro-succinimide / tetrahydrofuran

2.1: triethylamine / tetrahydrofuran / 1 h / 0 °C

2.2: 1.5 h

3.1: copper(II) acetate monohydrate; N-ethyl-N,N-diisopropylamine; C₂₆H₃₂N₂O₂ / toluene; tert-butyl alcohol / 40 h

4.1: hydrogen; 1% platinum on charcoal / ethanol / 10 h / 50 °C / 3000.3 - 3750.38 Torr

5.1: triethylamine; magnesium sulfate / methanol

6.1: toluene-4-sulfonic acid / acetonitrile / 2 h / 65 °C

With N-chloro-succinimide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 1% platinum on charcoal; tetrabutyl-ammonium chloride; water; hydrogen; copper(II) acetate monohydrate; C₂₆H₃₂N₂O₂; magnesium sulfate; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; ethanol; toluene; acetonitrile; tert-butyl alcohol;
DOI:10.1021/acs.oprd.1c00374