(S)-2-{(S)-[(2S,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,4-difluoro-3-hydroxy-4-methyl-tetrahydro-furan-2-ylmethoxy]-phenoxy-phosphorylamino}-propionic acid isopropyl ester

Base Information

Chemical Name:(S)-2-{(S)-[(2S,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,4-difluoro-3-hydroxy-4-methyl-tetrahydro-furan-2-ylmethoxy]-phenoxy-phosphorylamino}-propionic acid isopropyl ester
CAS No.:1443648-68-7
Molecular Formula:C₂₂H₂₈F₂N₃O₉P
Molecular Weight:547.45
Hs Code.:

(S)-2-{(S)-[(2S,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,4-difluoro-3-hydroxy-4-methyl-tetrahydro-furan-2-ylmethoxy]-phenoxy-phosphorylamino}-propionic acid isopropyl ester

Synonyms:(S)-2-{(S)-[(2S,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,4-difluoro-3-hydroxy-4-methyl-tetrahydro-furan-2-ylmethoxy]-phenoxy-phosphorylamino}-propionic acid isopropyl ester

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Chemical Property of (S)-2-{(S)-[(2S,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,4-difluoro-3-hydroxy-4-methyl-tetrahydro-furan-2-ylmethoxy]-phenoxy-phosphorylamino}-propionic acid isopropyl ester

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Technology Process of (S)-2-{(S)-[(2S,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,4-difluoro-3-hydroxy-4-methyl-tetrahydro-furan-2-ylmethoxy]-phenoxy-phosphorylamino}-propionic acid isopropyl ester

There total 9 articles about (S)-2-{(S)-[(2S,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,4-difluoro-3-hydroxy-4-methyl-tetrahydro-furan-2-ylmethoxy]-phenoxy-phosphorylamino}-propionic acid isopropyl ester 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: 33.0%

: 1443648-59-6
(S)-2-{[(2S,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,4-difluoro-3-hydroxy-4-methyl-tetrahydro-furan-2-ylmethoxy]-phenoxy-phosphorylamino}-propionic acid isopropyl ester

: 1443648-68-7
(S)-2-{(S)-[(2S,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,4-difluoro-3-hydroxy-4-methyl-tetrahydro-furan-2-ylmethoxy]-phenoxy-phosphorylamino}-propionic acid isopropyl ester

: 1443648-69-8
(S)-2-{(R)-[(2S,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,4-difluoro-3-hydroxy-4-methyl-tetrahydro-furan-2-ylmethoxy]-phenoxy-phosphorylamino}-propionic acid isopropyl ester

Guidance literature:: With chiral SFC column; Resolution of racemate;

Reference yield:

: 1365257-00-6
1-[(2R,3R,4R,5S)-3-fluoro-4-hydroxy-5-(iodomethyl)-3-methyloxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione

: 1443648-68-7
(S)-2-{(S)-[(2S,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,4-difluoro-3-hydroxy-4-methyl-tetrahydro-furan-2-ylmethoxy]-phenoxy-phosphorylamino}-propionic acid isopropyl ester

: 1443648-69-8
(S)-2-{(R)-[(2S,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,4-difluoro-3-hydroxy-4-methyl-tetrahydro-furan-2-ylmethoxy]-phenoxy-phosphorylamino}-propionic acid isopropyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium methylate / methanol / 14 h / 65 °C / Inert atmosphere

2.1: dmap / tetrahydrofuran / 0.5 h / 0 °C

3.1: silver fluoride; iodine / tetrahydrofuran / 3 h / 0 - 20 °C

4.1: 18-crown-6 ether / dimethyl sulfoxide / 18 h / 100 °C

5.1: ammonia / methanol / 20 °C

6.1: tert-butylmagnesium chloride / tetrahydrofuran / 0.25 h / 20 °C

6.2: 3 h / 20 °C

7.1: chiral SFC column / Resolution of racemate

With dmap; 18-crown-6 ether; tert-butylmagnesium chloride; ammonia; iodine; sodium methylate; silver fluoride; In tetrahydrofuran; methanol; dimethyl sulfoxide;

Reference yield:

: 863329-66-2,2041584-99-8
2'-deoxy-2'-fluoro-2'-methyluridine

: 1443648-68-7
(S)-2-{(S)-[(2S,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,4-difluoro-3-hydroxy-4-methyl-tetrahydro-furan-2-ylmethoxy]-phenoxy-phosphorylamino}-propionic acid isopropyl ester

: 1443648-69-8
(S)-2-{(R)-[(2S,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,4-difluoro-3-hydroxy-4-methyl-tetrahydro-furan-2-ylmethoxy]-phenoxy-phosphorylamino}-propionic acid isopropyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: triphenylphosphine; 1H-imidazole / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere

1.2: 18.5 h / 20 °C / Inert atmosphere

2.1: sodium methylate / methanol / 14 h / 65 °C / Inert atmosphere

3.1: dmap / tetrahydrofuran / 0.5 h / 0 °C

4.1: silver fluoride; iodine / tetrahydrofuran / 3 h / 0 - 20 °C

5.1: 18-crown-6 ether / dimethyl sulfoxide / 18 h / 100 °C

6.1: ammonia / methanol / 20 °C

7.1: tert-butylmagnesium chloride / tetrahydrofuran / 0.25 h / 20 °C

7.2: 3 h / 20 °C

8.1: chiral SFC column / Resolution of racemate

With 1H-imidazole; dmap; 18-crown-6 ether; tert-butylmagnesium chloride; ammonia; iodine; sodium methylate; silver fluoride; triphenylphosphine; In tetrahydrofuran; methanol; dimethyl sulfoxide;