(+/-)-α/β-1-(2-benzoyloxymethyl-1,3-oxaselenolan-5-yl)-N⁴-benzoyl-5-fluorocytosine

Base Information

• Chemical Name: (+/-)-α/β-1-(2-benzoyloxymethyl-1,3-oxaselenolan-5-yl)-N⁴-benzoyl-5-fluorocytosine
• CAS No.: 305808-87-1
• Molecular Formula: C₂₂H₁₈FN₃O₅Se
• Molecular Weight: 502.36

Synonyms:(+/-)-α/β-1-(2-benzoyloxymethyl-1,3-oxaselenolan-5-yl)-N⁴-benzoyl-5-fluorocytosine

Chemical Property of (+/-)-α/β-1-(2-benzoyloxymethyl-1,3-oxaselenolan-5-yl)-N⁴-benzoyl-5-fluorocytosine

Chemical Property:

Purity/Quality:

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Technology Process of (+/-)-α/β-1-(2-benzoyloxymethyl-1,3-oxaselenolan-5-yl)-N⁴-benzoyl-5-fluorocytosine

There total 4 articles about (+/-)-α/β-1-(2-benzoyloxymethyl-1,3-oxaselenolan-5-yl)-N⁴-benzoyl-5-fluorocytosine 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:

(+/-)-2-benzoyloxymethyl-1,2-oxaselenolane 5-acetate (194783-62-5) + C17H24FN3O2Si2 → (+/-)-α/β-1-(2-benzoyloxymethyl-1,3-oxaselenolan-5-yl)-N4-benzoyl-5-fluorocytosine (305808-87-1)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1021/jm990113x

Reference yield:

N-benzoyl-5-fluorocytosine (10357-07-0) → (+/-)-α/β-1-(2-benzoyloxymethyl-1,3-oxaselenolan-5-yl)-N4-benzoyl-5-fluorocytosine (305808-87-1)

Guidance literature:

Multi-step reaction with 2 steps

1: (NH₄)2SO₄ / CHCl₃ / 5 h / Heating

2: TMSOTf / CH₂Cl₂ / 3 h / 20 °C

With ammonium sulfate; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; chloroform; 1: silylation / 2: Condensation;

DOI:10.1021/jm990113x

Reference yield:

Benzoic acid 5-hydroxy-[1,3]oxaselenolan-2-ylmethyl ester (1026241-79-1) → (+/-)-α/β-1-(2-benzoyloxymethyl-1,3-oxaselenolan-5-yl)-N4-benzoyl-5-fluorocytosine (305808-87-1)

Guidance literature:

Multi-step reaction with 2 steps

1: hexane; tetrahydrofuran / 3 h / 20 °C

2: TMSOTf / CH₂Cl₂ / 3 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; hexane; dichloromethane; 1: Acetylation / 2: Condensation;

DOI:10.1021/jm990113x

upstream raw materials:

(+/-)-2-benzoyloxymethyl-1,2-oxaselenolane 5-acetate

N-benzoyl-5-fluorocytosine

Benzoic acid 5-hydroxy-[1,3]oxaselenolan-2-ylmethyl ester

(+/-)-2-benzoyloxymethyl-1,3-oxaselenolan-5-one

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