(2S,4S,5S)-6-Cyclohexyl-4-hydroxy-2-isopropyl-5-[(S)-2-(8-propyl-6-pyridin-3-yl-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)-3-pyridin-3-yl-propionylamino]-hexanoic acid (2-dimethylamino-ethyl)-amide

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Chemical Name:(2S,4S,5S)-6-Cyclohexyl-4-hydroxy-2-isopropyl-5-[(S)-2-(8-propyl-6-pyridin-3-yl-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)-3-pyridin-3-yl-propionylamino]-hexanoic acid (2-dimethylamino-ethyl)-amide
CAS No.:128901-37-1
Molecular Formula:C₄₀H₅₇N₉O₃
Molecular Weight:711.951
Hs Code.:

(2S,4S,5S)-6-Cyclohexyl-4-hydroxy-2-isopropyl-5-[(S)-2-(8-propyl-6-pyridin-3-yl-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)-3-pyridin-3-yl-propionylamino]-hexanoic acid (2-dimethylamino-ethyl)-amide

Synonyms:(2S,4S,5S)-6-Cyclohexyl-4-hydroxy-2-isopropyl-5-[(S)-2-(8-propyl-6-pyridin-3-yl-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)-3-pyridin-3-yl-propionylamino]-hexanoic acid (2-dimethylamino-ethyl)-amide

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Chemical Property of (2S,4S,5S)-6-Cyclohexyl-4-hydroxy-2-isopropyl-5-[(S)-2-(8-propyl-6-pyridin-3-yl-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)-3-pyridin-3-yl-propionylamino]-hexanoic acid (2-dimethylamino-ethyl)-amide

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Technology Process of (2S,4S,5S)-6-Cyclohexyl-4-hydroxy-2-isopropyl-5-[(S)-2-(8-propyl-6-pyridin-3-yl-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)-3-pyridin-3-yl-propionylamino]-hexanoic acid (2-dimethylamino-ethyl)-amide

There total 9 articles about (2S,4S,5S)-6-Cyclohexyl-4-hydroxy-2-isopropyl-5-[(S)-2-(8-propyl-6-pyridin-3-yl-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)-3-pyridin-3-yl-propionylamino]-hexanoic acid (2-dimethylamino-ethyl)-amide 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: 31.0%

: 128901-48-4,128948-73-2,130321-45-8
N-[(S)-2-Cyclohexyl-1-((2S,4S)-4-isopropyl-5-oxo-tetrahydro-furan-2-yl)-ethyl]-2-(8-propyl-6-pyridin-3-yl-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)-3-pyridin-3-yl-propionamide

: 108-00-9
N,N-dimethylethylenediamine

: 128901-37-1
(2S,4S,5S)-6-Cyclohexyl-4-hydroxy-2-isopropyl-5-[(S)-2-(8-propyl-6-pyridin-3-yl-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)-3-pyridin-3-yl-propionylamino]-hexanoic acid (2-dimethylamino-ethyl)-amide

: 128948-63-0
(2S,4S,5S)-6-Cyclohexyl-4-hydroxy-2-isopropyl-5-[(R)-2-(8-propyl-6-pyridin-3-yl-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)-3-pyridin-3-yl-propionylamino]-hexanoic acid (2-dimethylamino-ethyl)-amide

Guidance literature:: In 1,4-dioxane; at 100 ℃; for 6h;
DOI:10.1021/jm00171a006

Reference yield:

: 128901-46-2
(E)-1-chloro-4-cyclohexyl-2-butene

: 128901-37-1
(2S,4S,5S)-6-Cyclohexyl-4-hydroxy-2-isopropyl-5-[(S)-2-(8-propyl-6-pyridin-3-yl-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)-3-pyridin-3-yl-propionylamino]-hexanoic acid (2-dimethylamino-ethyl)-amide

Guidance literature:: Multi-step reaction with 7 steps

1: 77 percent / NaI / acetone

2: 1.) LDA / 1.) hexane, THF, -40 deg C, 0.5 h, 2.) 0 deg C, 1 h

3: 97 percent / N-bromosuccinimide / H₂O; 1,2-dimethoxy-ethane / 0.17 h / 0 °C

4: NaN₃, DMPU

5: 100 percent / H₂ / 10percent Pd/C / ethanol / 20 °C / 760 Torr

6: 69 percent / 1-hydroxybenzotriazole hydrate (HOBT), 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDC) / H₂O; dimethylformamide

7: 37 percent / dioxane / 6 h / 100 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; N-Bromosuccinimide; sodium azide; hydrogen; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium iodide; lithium diisopropyl amide; palladium on activated charcoal; In 1,4-dioxane; 1,2-dimethoxyethane; ethanol; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm00171a006

Reference yield:

: 145589-03-3,104266-90-2
(S)-4-benzyl-3-(3-methylbutanoyl)oxazolidin-2-one

: 128901-37-1
(2S,4S,5S)-6-Cyclohexyl-4-hydroxy-2-isopropyl-5-[(S)-2-(8-propyl-6-pyridin-3-yl-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)-3-pyridin-3-yl-propionylamino]-hexanoic acid (2-dimethylamino-ethyl)-amide

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) LDA / 1.) hexane, THF, -40 deg C, 0.5 h, 2.) 0 deg C, 1 h

2: 97 percent / N-bromosuccinimide / H₂O; 1,2-dimethoxy-ethane / 0.17 h / 0 °C

3: NaN₃, DMPU

4: 100 percent / H₂ / 10percent Pd/C / ethanol / 20 °C / 760 Torr

5: 69 percent / 1-hydroxybenzotriazole hydrate (HOBT), 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDC) / H₂O; dimethylformamide

6: 37 percent / dioxane / 6 h / 100 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; N-Bromosuccinimide; sodium azide; hydrogen; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium diisopropyl amide; palladium on activated charcoal; In 1,4-dioxane; 1,2-dimethoxyethane; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00171a006