tert-butyl [(1S)-2-({(1S)-1-(4,4-difluorocyclohexyl)-2-[(3S,8aR)-3-[(4R)-3,4-dihyro-2H-chromen-4-yl-carbamoyl]-7,7-difluorohexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]-2-oxoethyl}amino)-1-methyl-2-oxoethyl]methylcarbamate

Base Information

Chemical Name:tert-butyl [(1S)-2-({(1S)-1-(4,4-difluorocyclohexyl)-2-[(3S,8aR)-3-[(4R)-3,4-dihyro-2H-chromen-4-yl-carbamoyl]-7,7-difluorohexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]-2-oxoethyl}amino)-1-methyl-2-oxoethyl]methylcarbamate
CAS No.:1266231-25-7
Molecular Formula:C₃₄H₄₇F₄N₅O₆
Molecular Weight:697.771
Hs Code.:

tert-butyl [(1S)-2-({(1S)-1-(4,4-difluorocyclohexyl)-2-[(3S,8aR)-3-[(4R)-3,4-dihyro-2H-chromen-4-yl-carbamoyl]-7,7-difluorohexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]-2-oxoethyl}amino)-1-methyl-2-oxoethyl]methylcarbamate

Synonyms:tert-butyl [(1S)-2-({(1S)-1-(4,4-difluorocyclohexyl)-2-[(3S,8aR)-3-[(4R)-3,4-dihyro-2H-chromen-4-yl-carbamoyl]-7,7-difluorohexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]-2-oxoethyl}amino)-1-methyl-2-oxoethyl]methylcarbamate

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Chemical Property of tert-butyl [(1S)-2-({(1S)-1-(4,4-difluorocyclohexyl)-2-[(3S,8aR)-3-[(4R)-3,4-dihyro-2H-chromen-4-yl-carbamoyl]-7,7-difluorohexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]-2-oxoethyl}amino)-1-methyl-2-oxoethyl]methylcarbamate

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Technology Process of tert-butyl [(1S)-2-({(1S)-1-(4,4-difluorocyclohexyl)-2-[(3S,8aR)-3-[(4R)-3,4-dihyro-2H-chromen-4-yl-carbamoyl]-7,7-difluorohexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]-2-oxoethyl}amino)-1-methyl-2-oxoethyl]methylcarbamate

There total 13 articles about tert-butyl [(1S)-2-({(1S)-1-(4,4-difluorocyclohexyl)-2-[(3S,8aR)-3-[(4R)-3,4-dihyro-2H-chromen-4-yl-carbamoyl]-7,7-difluorohexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]-2-oxoethyl}amino)-1-methyl-2-oxoethyl]methylcarbamate 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:

: (3S,8aR)-2-[(2S)-2-amino-2-(4,4-difluorocyclohexyl)acetyl]-N-[(4R)-3,4-dihydro-2H-chromen-4-yl]-7,7-difluorooctahydropyrrolo[1,2-a]pyrazine-3-carboxamide dihydrochloride

: 16948-16-6
N-(tert-butoxycarbonyl)-N-methyl-L-alanine

: 1266231-25-7
tert-butyl [(1S)-2-({(1S)-1-(4,4-difluorocyclohexyl)-2-[(3S,8aR)-3-[(4R)-3,4-dihyro-2H-chromen-4-yl-carbamoyl]-7,7-difluorohexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]-2-oxoethyl}amino)-1-methyl-2-oxoethyl]methylcarbamate

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 18h;

Reference yield:

: 873581-24-9
methyl (2S)-{[(benzyloxy)carbonyl]amino}(1,4-dioxaspiro[4.5]dec-8-yl)ethanoate

: 1266231-25-7
tert-butyl [(1S)-2-({(1S)-1-(4,4-difluorocyclohexyl)-2-[(3S,8aR)-3-[(4R)-3,4-dihyro-2H-chromen-4-yl-carbamoyl]-7,7-difluorohexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]-2-oxoethyl}amino)-1-methyl-2-oxoethyl]methylcarbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: dichloro-acetic acid / tetrahydrofuran; water; acetic acid / 3 h / 30 °C

2.1: diethylamino-sulfur trifluoride / dichloromethane / 1 h / 20 °C

2.2: 5 h / 20 °C

3.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 2 h / 0 - 20 °C

4.1: HATU; dmap / N,N-dimethyl-formamide / 18 h / 0 - 20 °C

5.1: hydrogenchloride; palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C / 2280.15 Torr

6.1: benzotriazol-1-ol; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 18 h / 20 °C

With hydrogenchloride; dichloro-acetic acid; dmap; lithium hydroxide monohydrate; diethylamino-sulfur trifluoride; palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; HATU; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/jm301674z

Reference yield:

: 1241377-38-7
methyl (2S)-{[(benzyloxy)carbonyl]amino}(4-oxocyclohexyl)ethanoate

: 1266231-25-7
tert-butyl [(1S)-2-({(1S)-1-(4,4-difluorocyclohexyl)-2-[(3S,8aR)-3-[(4R)-3,4-dihyro-2H-chromen-4-yl-carbamoyl]-7,7-difluorohexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]-2-oxoethyl}amino)-1-methyl-2-oxoethyl]methylcarbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: diethylamino-sulfur trifluoride / dichloromethane / 1 h / 20 °C

1.2: 5 h / 20 °C

2.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 2 h / 0 - 20 °C

3.1: HATU; dmap / N,N-dimethyl-formamide / 18 h / 0 - 20 °C

4.1: hydrogenchloride; palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C / 2280.15 Torr

5.1: benzotriazol-1-ol; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 18 h / 20 °C

With hydrogenchloride; dmap; lithium hydroxide monohydrate; diethylamino-sulfur trifluoride; palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; HATU; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm301674z