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

Base Information

Chemical Name:(1R,3S)-1-benzyl 3-((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-((1R,3S)-3-(benzyloxycarbonyl)-2,2-dimethylcyclobutylcarbamoyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysen-9-yl) 2,2-dimethylcyclobutane-1,3-dicarboxylate
CAS No.:1261253-65-9
Molecular Formula:C₅₉H₈₁NO₇
Molecular Weight:916.295
Hs Code.:

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

Synonyms:(1R,3S)-1-benzyl 3-((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-((1R,3S)-3-(benzyloxycarbonyl)-2,2-dimethylcyclobutylcarbamoyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysen-9-yl) 2,2-dimethylcyclobutane-1,3-dicarboxylate

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Chemical Property of (1R,3S)-1-benzyl 3-((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-((1R,3S)-3-(benzyloxycarbonyl)-2,2-dimethylcyclobutylcarbamoyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysen-9-yl) 2,2-dimethylcyclobutane-1,3-dicarboxylate

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Technology Process of (1R,3S)-1-benzyl 3-((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-((1R,3S)-3-(benzyloxycarbonyl)-2,2-dimethylcyclobutylcarbamoyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysen-9-yl) 2,2-dimethylcyclobutane-1,3-dicarboxylate

There total 19 articles about (1R,3S)-1-benzyl 3-((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-((1R,3S)-3-(benzyloxycarbonyl)-2,2-dimethylcyclobutylcarbamoyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysen-9-yl) 2,2-dimethylcyclobutane-1,3-dicarboxylate 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:

: (1S,3R)-3-((benzyloxy)carbonyl)-2,2-dimethylcyclobutane-1-carboxylic 2,4,6-trichlorobenzoic anhydride

: 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

: 1261253-65-9
(1R,3S)-1-benzyl 3-((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-((1R,3S)-3-(benzyloxycarbonyl)-2,2-dimethylcyclobutylcarbamoyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysen-9-yl) 2,2-dimethylcyclobutane-1,3-dicarboxylate

Guidance literature:: With pyridine; dmap; for 12h; Reflux;

Reference yield:

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

: 1261253-65-9
(1R,3S)-1-benzyl 3-((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-((1R,3S)-3-(benzyloxycarbonyl)-2,2-dimethylcyclobutylcarbamoyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysen-9-yl) 2,2-dimethylcyclobutane-1,3-dicarboxylate

Guidance literature:: Multi-step reaction with 11 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

11.1: pyridine / dmap / 12 h / Reflux

With pyridine; hydrogenchloride; sodium periodate; sodium azide; methanesulfonic acid; water; hydrogen; caesium carbonate; triethylamine; sodium hydroxide; dmap; 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

: 1261253-65-9
(1R,3S)-1-benzyl 3-((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-((1R,3S)-3-(benzyloxycarbonyl)-2,2-dimethylcyclobutylcarbamoyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysen-9-yl) 2,2-dimethylcyclobutane-1,3-dicarboxylate

Guidance literature:: Multi-step reaction with 10 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

10.1: pyridine / dmap / 12 h / Reflux

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