(S)-2-{[(2R,3S,4R,5R)-2-Azido-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethoxy]-phenoxy-phosphorylamino}-3-phenyl-propionic acid ethyl ester

Base Information

Chemical Name:(S)-2-{[(2R,3S,4R,5R)-2-Azido-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethoxy]-phenoxy-phosphorylamino}-3-phenyl-propionic acid ethyl ester
CAS No.:926308-74-9
Molecular Formula:C₂₆H₂₉N₆O₁₀P
Molecular Weight:616.524
Hs Code.:

(S)-2-{[(2R,3S,4R,5R)-2-Azido-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethoxy]-phenoxy-phosphorylamino}-3-phenyl-propionic acid ethyl ester

Synonyms:(S)-2-{[(2R,3S,4R,5R)-2-Azido-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethoxy]-phenoxy-phosphorylamino}-3-phenyl-propionic acid ethyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-2-{[(2R,3S,4R,5R)-2-Azido-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethoxy]-phenoxy-phosphorylamino}-3-phenyl-propionic acid ethyl ester

Chemical Property:

Purity/Quality:: 97% ^*data from raw suppliers

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Technology Process of (S)-2-{[(2R,3S,4R,5R)-2-Azido-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethoxy]-phenoxy-phosphorylamino}-3-phenyl-propionic acid ethyl ester

There total 4 articles about (S)-2-{[(2R,3S,4R,5R)-2-Azido-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethoxy]-phenoxy-phosphorylamino}-3-phenyl-propionic acid ethyl 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: 88.0%

: ethyl N-[{1-[(3aR,4R,6R,6aS)-4-azido-tetrahydro-4-(hydroxymethyl)-2,2-cyclopentylfuro[3,4-d][1,3]dioxol-6-yl]pyrimidine-2,4(1H,3H)-dione} (phenoxy)-phosphoryl]-L-phenylalaninate

: 926308-74-9
(S)-2-{[(2R,3S,4R,5R)-2-Azido-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethoxy]-phenoxy-phosphorylamino}-3-phenyl-propionic acid ethyl ester

Guidance literature:: With formic acid; at 20 ℃; for 4h;
DOI:10.1021/jm0613370

Reference yield: 11.0%

: 926308-74-9
(S)-2-{[(2R,3S,4R,5R)-2-Azido-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethoxy]-phenoxy-phosphorylamino}-3-phenyl-propionic acid ethyl ester

Guidance literature:

Reference yield:

: 926309-54-8
2',3'-O,O-cyclopentylidene-4'-azidouridine

: 926308-74-9
(S)-2-{[(2R,3S,4R,5R)-2-Azido-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethoxy]-phenoxy-phosphorylamino}-3-phenyl-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: tert-butylmagnesium chloride / tetrahydrofuran / 0.25 h

1.2: 65 percent / tetrahydrofuran / 17 h

2.1: 88 percent / aq. formic acid / 4 h / 20 °C

With formic acid; tert-butylmagnesium chloride; In tetrahydrofuran;
DOI:10.1021/jm0613370