(1S,2R,4S)-4-(2-cyanoethyl)-2-ethyl-N'-(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)cyclopentanecarbohydrazide

Base Information

Chemical Name:(1S,2R,4S)-4-(2-cyanoethyl)-2-ethyl-N'-(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)cyclopentanecarbohydrazide
CAS No.:1428243-56-4
Molecular Formula:C₂₄H₂₈N₆O₃S
Molecular Weight:480.591
Hs Code.:

Synonyms:(1S,2R,4S)-4-(2-cyanoethyl)-2-ethyl-N'-(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)cyclopentanecarbohydrazide

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Chemical Property of (1S,2R,4S)-4-(2-cyanoethyl)-2-ethyl-N'-(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)cyclopentanecarbohydrazide

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Technology Process of (1S,2R,4S)-4-(2-cyanoethyl)-2-ethyl-N'-(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)cyclopentanecarbohydrazide

There total 8 articles about (1S,2R,4S)-4-(2-cyanoethyl)-2-ethyl-N'-(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)cyclopentanecarbohydrazide 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: 81.0%

: 1201186-57-3
2-hydrazinyl-5-tosyl-5H-pyrrolo[2,3-b]pyrazine

: 1428243-55-3
(1S,2R,4S)-4-(2-cyanoethyl)-2-ethylcyclopentanecarboxylic acid

: 1428243-56-4
(1S,2R,4S)-4-(2-cyanoethyl)-2-ethyl-N'-(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)cyclopentanecarbohydrazide

Guidance literature:: With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; at 0 - 10 ℃; for 1h;

Reference yield:

: (1RS,2SR,4RS)-ethyl 4-(2-cyanoethyl)-2-ethylcyclopentanecarboxylate

: 1428243-56-4
(1S,2R,4S)-4-(2-cyanoethyl)-2-ethyl-N'-(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)cyclopentanecarbohydrazide

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydroxide / water; methanol / 43 h / -2 - 11 °C

2: (S)-1-phenyl-ethylamine / acetonitrile / 2 h / 20 - 65 °C

3: triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / tetrahydrofuran / 1 h / 0 - 10 °C

With (S)-1-phenyl-ethylamine; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium hydroxide; In tetrahydrofuran; methanol; water; acetonitrile;

Reference yield:

: ? 2-((1RS,3RS,4SR)-3-(ethoxycarbonyl)-4-ethylcyclopentyl)acetic acid

: 1428243-56-4
(1S,2R,4S)-4-(2-cyanoethyl)-2-ethyl-N'-(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)cyclopentanecarbohydrazide

Guidance literature:: Multi-step reaction with 6 steps

1.1: borane-THF / tetrahydrofuran / -7 - 5 °C

1.2: -1.5 °C

2.1: dichloromethane / 3.42 h / -6 - 2 °C

3.1: 20 h / 35 °C

4.1: sodium hydroxide / water; methanol / 43 h / -2 - 11 °C

5.1: (S)-1-phenyl-ethylamine / acetonitrile / 2 h / 20 - 65 °C

6.1: triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / tetrahydrofuran / 1 h / 0 - 10 °C

With borane-THF; (S)-1-phenyl-ethylamine; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile;