tert-butyl (S)-4,4-dimethyl-1-oxo-1-((3aR,4S,6aS)-2-(4-(trifluoromethyl)phenylsulfonyl)octahydrocyclopenta[c]pyrrol-4-ylamino)pentan-2-yl(methyl)carbamate

Base Information

Chemical Name:tert-butyl (S)-4,4-dimethyl-1-oxo-1-((3aR,4S,6aS)-2-(4-(trifluoromethyl)phenylsulfonyl)octahydrocyclopenta[c]pyrrol-4-ylamino)pentan-2-yl(methyl)carbamate
CAS No.:1228027-22-2
Molecular Formula:C₂₇H₄₀F₃N₃O₅S
Molecular Weight:575.693
Hs Code.:

tert-butyl (S)-4,4-dimethyl-1-oxo-1-((3aR,4S,6aS)-2-(4-(trifluoromethyl)phenylsulfonyl)octahydrocyclopenta[c]pyrrol-4-ylamino)pentan-2-yl(methyl)carbamate

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Chemical Property of tert-butyl (S)-4,4-dimethyl-1-oxo-1-((3aR,4S,6aS)-2-(4-(trifluoromethyl)phenylsulfonyl)octahydrocyclopenta[c]pyrrol-4-ylamino)pentan-2-yl(methyl)carbamate

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Technology Process of tert-butyl (S)-4,4-dimethyl-1-oxo-1-((3aR,4S,6aS)-2-(4-(trifluoromethyl)phenylsulfonyl)octahydrocyclopenta[c]pyrrol-4-ylamino)pentan-2-yl(methyl)carbamate

There total 9 articles about tert-butyl (S)-4,4-dimethyl-1-oxo-1-((3aR,4S,6aS)-2-(4-(trifluoromethyl)phenylsulfonyl)octahydrocyclopenta[c]pyrrol-4-ylamino)pentan-2-yl(methyl)carbamate 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:

: 287210-82-6,287210-83-7
(2S)-2-[[(tert-butoxy)carbonyl](methyl)amino]-4,4-dimethylpentanoic acid

: 1228030-25-8
(3aR,4S,6aS)-2-(4-(trifluoromethyl)phenylsulfonyl)octahydrocyclopenta[c]pyrrol-4-amine

: 1228027-22-2
tert-butyl (S)-4,4-dimethyl-1-oxo-1-((3aR,4S,6aS)-2-(4-(trifluoromethyl)phenylsulfonyl)octahydrocyclopenta[c]pyrrol-4-ylamino)pentan-2-yl(methyl)carbamate

Guidance literature:: With benzotriazol-1-ol; 1,2-dichloro-ethane; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1016/j.bmcl.2013.06.074

Reference yield:

: (3aR,6aS)-2-benzyl-tetrahydrocyclopenta[c]pyrrol-4(1H,2H,5H)-one

: 1228027-22-2
tert-butyl (S)-4,4-dimethyl-1-oxo-1-((3aR,4S,6aS)-2-(4-(trifluoromethyl)phenylsulfonyl)octahydrocyclopenta[c]pyrrol-4-ylamino)pentan-2-yl(methyl)carbamate

Guidance literature:: Multi-step reaction with 9 steps

1: sodium tetrahydroborate / methanol / 16 h / -78 - 20 °C

2: triethylamine / dichloromethane / 0.5 h / 25 °C

3: sodium azide / N,N-dimethyl acetamide / 16 h / 90 °C

4: triphenylphosphine; water / tetrahydrofuran / 1 h / 80 °C

5: triethylamine / dichloromethane

6: 20% palladium hydroxide-activated charcoal; hydrogen / ethanol / 4 h / 20 °C / 1551.49 Torr

7: triethylamine / 3 h / 20 °C

8: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C

9: 1,2-dichloro-ethane; benzotriazol-1-ol / dichloromethane / 16 h / 20 °C

With hydrogenchloride; sodium tetrahydroborate; sodium azide; 20% palladium hydroxide-activated charcoal; water; hydrogen; benzotriazol-1-ol; 1,2-dichloro-ethane; triethylamine; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; N,N-dimethyl acetamide; 4: |Staudinger Azide Reduction;
DOI:10.1016/j.bmcl.2013.06.074

Reference yield:

: 1349980-80-8
(3aR,4R,6aS)-2-benzyloctahydrocyclopenta[c]pyrrol-4-ol

: 1228027-22-2
tert-butyl (S)-4,4-dimethyl-1-oxo-1-((3aR,4S,6aS)-2-(4-(trifluoromethyl)phenylsulfonyl)octahydrocyclopenta[c]pyrrol-4-ylamino)pentan-2-yl(methyl)carbamate

Guidance literature:: Multi-step reaction with 8 steps

1: triethylamine / dichloromethane / 0.5 h / 25 °C

2: sodium azide / N,N-dimethyl acetamide / 16 h / 90 °C

3: triphenylphosphine; water / tetrahydrofuran / 1 h / 80 °C

4: triethylamine / dichloromethane

5: 20% palladium hydroxide-activated charcoal; hydrogen / ethanol / 4 h / 20 °C / 1551.49 Torr

6: triethylamine / 3 h / 20 °C

7: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C

8: 1,2-dichloro-ethane; benzotriazol-1-ol / dichloromethane / 16 h / 20 °C

With hydrogenchloride; sodium azide; 20% palladium hydroxide-activated charcoal; water; hydrogen; benzotriazol-1-ol; 1,2-dichloro-ethane; triethylamine; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl acetamide; 3: |Staudinger Azide Reduction;
DOI:10.1016/j.bmcl.2013.06.074