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

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-ylcarbamate
CAS No.:1228027-29-9
Molecular Formula:C₂₆H₃₈F₃N₃O₅S
Molecular Weight:561.666
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-ylcarbamate

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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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-ylcarbamate

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Safty Information:

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Useful:

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-ylcarbamate

There total 10 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-ylcarbamate 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:

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

: 112695-98-4,79777-82-5
N-(tert-butoxycarbonyl)-L-tert-leucine

: 1228027-29-9
tert-butyl (S)-4,4-dimethyl-1-oxo-1-((3aR,4S,6aS)-2-(4-(trifluoromethyl)phenylsulfonyl)octahydrocyclopenta[c]pyrrol-4-ylamino)pentan-2-ylcarbamate

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

: 1228027-29-9
tert-butyl (S)-4,4-dimethyl-1-oxo-1-((3aR,4S,6aS)-2-(4-(trifluoromethyl)phenylsulfonyl)octahydrocyclopenta[c]pyrrol-4-ylamino)pentan-2-ylcarbamate

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

: 1228027-29-9
tert-butyl (S)-4,4-dimethyl-1-oxo-1-((3aR,4S,6aS)-2-(4-(trifluoromethyl)phenylsulfonyl)octahydrocyclopenta[c]pyrrol-4-ylamino)pentan-2-ylcarbamate

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