4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((hydroxyimino)methyl)-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)benzoate

Base Information

Chemical Name:4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((hydroxyimino)methyl)-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)benzoate
CAS No.:1392113-47-1
Molecular Formula:C₃₈H₅₃NO₃
Molecular Weight:571.844
Hs Code.:

4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((hydroxyimino)methyl)-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)benzoate

Synonyms:4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((hydroxyimino)methyl)-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)benzoate

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Chemical Property of 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((hydroxyimino)methyl)-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)benzoate

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Technology Process of 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((hydroxyimino)methyl)-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)benzoate

There total 4 articles about 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((hydroxyimino)methyl)-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)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:

: 1392113-46-0
methyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-formyl-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)benzoate

: 1392113-47-1
4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((hydroxyimino)methyl)-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)benzoate

Guidance literature:: With hydroxylamine hydrochloride; potassium carbonate; In ethanol; at 20 ℃; for 12h; Inert atmosphere;

Reference yield:

: 4439-98-9
betulonic aldehyde

: 1392113-47-1
4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((hydroxyimino)methyl)-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)benzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hexamethyldisilazane / tert-butyl methyl ether; tetrahydrofuran / 0.5 h / -10 - -5 °C

2.1: dichloro[9,9-dimethyl-4,5- bis(diphenylphosphino)xanthene]palladium (II) / tetrahydrofuran / 0.25 h / Inert atmosphere

2.2: 1.5 h / 60 °C

3.1: N-Acetylcysteine; hydroxylamine hydrochloride / tert-butyl methyl ether; water / 0.75 h / 45 °C

With dichloro[9,9-dimethyl-4,5- bis(diphenylphosphino)xanthene]palladium (II); N-Acetylcysteine; hydroxylamine hydrochloride; sodium hexamethyldisilazane; In tetrahydrofuran; tert-butyl methyl ether; water;
DOI:10.1021/acs.joc.7b00438

Reference yield:

: 473-98-3
betulin

: 1392113-47-1
4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((hydroxyimino)methyl)-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)benzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 4,4'-Dimethoxy-2,2'-bipyridin; 9-azobicyclo[3.3.1]nonane N-oxyl; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen / dichloromethane / 18 h / 40 °C / 11251.1 Torr / Inert atmosphere

2.1: sodium hexamethyldisilazane / tert-butyl methyl ether; tetrahydrofuran / 0.5 h / -10 - -5 °C

3.1: dichloro[9,9-dimethyl-4,5- bis(diphenylphosphino)xanthene]palladium (II) / tetrahydrofuran / 0.25 h / Inert atmosphere

3.2: 1.5 h / 60 °C

4.1: N-Acetylcysteine; hydroxylamine hydrochloride / tert-butyl methyl ether; water / 0.75 h / 45 °C

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 4,4'-Dimethoxy-2,2'-bipyridin; dichloro[9,9-dimethyl-4,5- bis(diphenylphosphino)xanthene]palladium (II); N-Acetylcysteine; 9-azobicyclo[3.3.1]nonane N-oxyl; hydroxylamine hydrochloride; oxygen; sodium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; tert-butyl methyl ether; water;
DOI:10.1021/acs.joc.7b00438