(1S,3R)-benzyl 3-((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]chrysene-3a-carboxamido)-2,2-dimethylcyclobutanecarboxylate

Base Information

Chemical Name:(1S,3R)-benzyl 3-((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]chrysene-3a-carboxamido)-2,2-dimethylcyclobutanecarboxylate
CAS No.:1261254-61-8
Molecular Formula:C₄₄H₆₅NO₄
Molecular Weight:672.004
Hs Code.:

(1S,3R)-benzyl 3-((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]chrysene-3a-carboxamido)-2,2-dimethylcyclobutanecarboxylate

Synonyms:(1S,3R)-benzyl 3-((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]chrysene-3a-carboxamido)-2,2-dimethylcyclobutanecarboxylate

Suppliers and Price of (1S,3R)-benzyl 3-((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]chrysene-3a-carboxamido)-2,2-dimethylcyclobutanecarboxylate

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Chemical Property of (1S,3R)-benzyl 3-((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]chrysene-3a-carboxamido)-2,2-dimethylcyclobutanecarboxylate

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Technology Process of (1S,3R)-benzyl 3-((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]chrysene-3a-carboxamido)-2,2-dimethylcyclobutanecarboxylate

There total 13 articles about (1S,3R)-benzyl 3-((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]chrysene-3a-carboxamido)-2,2-dimethylcyclobutanecarboxylate 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:

: 1261252-80-5
(1S,3R)-3-((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]chrysene-3a-carboxamido)-2,2-dimethylcyclobutanecarboxylic acid

: 100-39-0
benzyl bromide

: 1261254-61-8
(1S,3R)-benzyl 3-((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]chrysene-3a-carboxamido)-2,2-dimethylcyclobutanecarboxylate

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 2h;

Reference yield:

: 80-57-9,1196-01-6
(-)-Verbenone

: 1261254-61-8
(1S,3R)-benzyl 3-((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]chrysene-3a-carboxamido)-2,2-dimethylcyclobutanecarboxylate

Guidance literature:: Multi-step reaction with 10 steps

1.1: sodium periodate; water / ruthenium(III) trichloride hydrate / tetrachloromethane; acetonitrile / 12 h / 0 - 20 °C

2.1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 0 - 20 °C

3.1: sodium azide; methanesulfonic acid / 1,2-dimethoxyethane / 48 h / -45 - 20 °C

4.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 1 h / 20 °C

5.1: hydrogenchloride; water / 12 h / Reflux

5.2: pH 8 - 9

5.3: 16 h / 0 - 20 °C

6.1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 0 - 20 °C

7.1: dichloromethane / 0.5 h / 0 - 20 °C

8.1: triethylamine / dichloromethane / 16 h / -5 - 20 °C

9.1: sodium hydroxide; water / tetrahydrofuran; methanol / 6 h / 0 - 20 °C

10.1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 0 - 20 °C

With hydrogenchloride; sodium periodate; sodium azide; methanesulfonic acid; water; hydrogen; caesium carbonate; triethylamine; sodium hydroxide; ruthenium(III) trichloride hydrate; palladium 10% on activated carbon; In tetrahydrofuran; methanol; tetrachloromethane; 1,2-dimethoxyethane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; 3.1: Schmidt Rearrangement;

Reference yield:

: 288848-24-8
(1S,3R)-3-acetyl-2,2-dimethylcyclobutane carboxylic acid

: 1261254-61-8
(1S,3R)-benzyl 3-((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]chrysene-3a-carboxamido)-2,2-dimethylcyclobutanecarboxylate

Guidance literature:: Multi-step reaction with 9 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 0 - 20 °C

2.1: sodium azide; methanesulfonic acid / 1,2-dimethoxyethane / 48 h / -45 - 20 °C

3.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 1 h / 20 °C

4.1: hydrogenchloride; water / 12 h / Reflux

4.2: pH 8 - 9

4.3: 16 h / 0 - 20 °C

5.1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 0 - 20 °C

6.1: dichloromethane / 0.5 h / 0 - 20 °C

7.1: triethylamine / dichloromethane / 16 h / -5 - 20 °C

8.1: sodium hydroxide; water / tetrahydrofuran; methanol / 6 h / 0 - 20 °C

9.1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 0 - 20 °C

With hydrogenchloride; sodium azide; methanesulfonic acid; water; hydrogen; caesium carbonate; triethylamine; sodium hydroxide; palladium 10% on activated carbon; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 2.1: Schmidt Rearrangement;