4'-azido-cis-5'-O-[4-(S)-(3-chlorophenyl)-2-oxo-1,3,2-dioxaphosphorinan-2-yl]cytidine

Base Information

• Chemical Name: 4'-azido-cis-5'-O-[4-(S)-(3-chlorophenyl)-2-oxo-1,3,2-dioxaphosphorinan-2-yl]cytidine
• CAS No.: 1335014-89-5
• Molecular Formula: C₁₈H₁₉ClN₅O₉P
• Molecular Weight: 515.804

Synonyms:4'-azido-cis-5'-O-[4-(S)-(3-chlorophenyl)-2-oxo-1,3,2-dioxaphosphorinan-2-yl]cytidine

Chemical Property of 4'-azido-cis-5'-O-[4-(S)-(3-chlorophenyl)-2-oxo-1,3,2-dioxaphosphorinan-2-yl]cytidine

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Technology Process of 4'-azido-cis-5'-O-[4-(S)-(3-chlorophenyl)-2-oxo-1,3,2-dioxaphosphorinan-2-yl]cytidine

There total 1 articles about 4'-azido-cis-5'-O-[4-(S)-(3-chlorophenyl)-2-oxo-1,3,2-dioxaphosphorinan-2-yl]cytidine 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: 89.0%

4'-azido-cis-5'-O-[4-(S)-(3-chlorophenyl)-2-oxo-1,3,2-dioxaphosphorinan-2-yl]-2',3'-O-isopropylidenyluridine (1159184-15-2) → 4'-azido-cis-5'-O-[4-(S)-(3-chlorophenyl)-2-oxo-1,3,2-dioxaphosphorinan-2-yl]cytidine (1335014-89-5)

Guidance literature:

4'-azido-cis-5'-O-[4-(S)-(3-chlorophenyl)-2-oxo-1,3,2-dioxaphosphorinan-2-yl]-2',3'-O-isopropylidenyluridine; With hydrogenchloride; In methanol; water; at 20 ℃; for 16h;

With sodium hydrogencarbonate; In methanol; water; ethyl acetate;

Reference yield: 88.0%

4'-azido-cis-5'-O-[4-(S)-(3-chlorophenyl)-2-oxo-1,3,2-dioxaphosphorinan-2-yl]cytidine (1335014-89-5) + acetic anhydride (108-24-7) → 2',3'-O-bis-acetyl-4'-azido-cis-5'-O-[4-(S)-(3-chlorophenyl)-2-oxo-1,3,2-dioxaphosphorinan-2-yl]uridine (1335014-80-6)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 0 - 20 ℃;

Reference yield: 65.0%

di-tert-butyl dicarbonate (24424-99-5) + 4'-azido-cis-5'-O-[4-(S)-(3-chlorophenyl)-2-oxo-1,3,2-dioxaphosphorinan-2-yl]cytidine (1335014-89-5) → 4'-azido-cis-5'-O-[4-(S)-(3-chlorophenyl)-2-oxo-1,3,2-dioxaphosphorinan-2-yl]uridine 2',3'-O-bis-(tert-butoxycarbonate) (1335014-60-2)

Guidance literature:

With dmap; In dichloromethane; at -20 ℃; for 2h;

upstream raw materials:

4'-azido-cis-5'-O-[4-(S)-(3-chlorophenyl)-2-oxo-1,3,2-dioxaphosphorinan-2-yl]-2',3'-O-isopropylidenyluridine

Downstream raw materials:

2',3'-O-bis-acetyl-4'-azido-cis-5'-O-[4-(S)-(3-chlorophenyl)-2-oxo-1,3,2-dioxaphosphorinan-2-yl]uridine

4'-azido-2',3'-O-carbonyl-cis-5'-O-[4-(S)-(3-chlorophenyl)-2-oxo-1,3,2-dioxaphosphorinan-2-yl]uridine

4'-azido-cis-5'-O-[4-(S)-(3-chlorophenyl)-2-oxo-1,3,2-dioxaphosphorinan-2-yl]uridine 2',3'-O-bis-(tert-butoxycarbonate)

1,1-dimethylethyl 1,2-dihydro-2-oxo-1-{4-azido-cis-5-O-[4-(S)-(3-chlorophenyl)-2-oxo-1,3,2-dioxaphosphorinan-2-yl]-2,3-bis-(t-butoxycarbonyl)-β-ribofuranosyl}-4-pyrimidinyl carbonate

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