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

Base Information

Chemical Name:tert-butyl methyl((S)-4-methyl-1-oxo-1-((3aS,4R,6aR)-2-(3-(trifluoromethyl)phenylsulfonyl)octahydrocyclopenta[c]pyrrol-4-ylamino)pentan-2-yl)carbamate
CAS No.:1228027-10-8
Molecular Formula:C₂₆H₃₈F₃N₃O₅S
Molecular Weight:561.666
Hs Code.:

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

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

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

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

There total 7 articles about tert-butyl methyl((S)-4-methyl-1-oxo-1-((3aS,4R,6aR)-2-(3-(trifluoromethyl)phenylsulfonyl)octahydrocyclopenta[c]pyrrol-4-ylamino)pentan-2-yl)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:

: 1228027-34-6
tert-butyl methyl((S)-4-methyl-1-((3aS,4R,6aR)-octahydrocyclopenta[c]pyrrol-4-ylamino)-1-oxopentan-2-yl)carbamate

: 777-44-6
3-(Trifluoromethyl)benzenesulfonyl chloride

: 1228027-10-8
tert-butyl methyl((S)-4-methyl-1-oxo-1-((3aS,4R,6aR)-2-(3-(trifluoromethyl)phenylsulfonyl)octahydrocyclopenta[c]pyrrol-4-ylamino)pentan-2-yl)carbamate

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃;

Reference yield:

: 1228029-77-3
racemic-(3aS*,4S*,6aR*)-2-benzyloctahydrocyclopenta[c]pyrrol-4-ol

: 1228027-10-8
tert-butyl methyl((S)-4-methyl-1-oxo-1-((3aS,4R,6aR)-2-(3-(trifluoromethyl)phenylsulfonyl)octahydrocyclopenta[c]pyrrol-4-ylamino)pentan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 6 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: 1,2-dichloro-ethane; benzotriazol-1-ol / dichloromethane / 16 h / 20 °C

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

6: triethylamine / 3 h / 20 °C

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

Reference yield:

: 174293-33-5
(3aS,6aR)-2-benzylhexahydrocyclopenta[c]pyrrol-4(5H)-one

: 1228027-10-8
tert-butyl methyl((S)-4-methyl-1-oxo-1-((3aS,4R,6aR)-2-(3-(trifluoromethyl)phenylsulfonyl)octahydrocyclopenta[c]pyrrol-4-ylamino)pentan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 7 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: 1,2-dichloro-ethane; benzotriazol-1-ol / dichloromethane / 16 h / 20 °C

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

7: triethylamine / 3 h / 20 °C

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