N⁴-benzoyl-1-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-β-L-ribofuranosyl)cytosine

Base Information

Chemical Name:N⁴-benzoyl-1-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-β-L-ribofuranosyl)cytosine
CAS No.:885621-60-3
Molecular Formula:C₃₀H₂₃F₂N₃O₇
Molecular Weight:575.525
Hs Code.:

N<sup>4</sup>-benzoyl-1-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-β-L-ribofuranosyl)cytosine

Synonyms:N⁴-benzoyl-1-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-β-L-ribofuranosyl)cytosine

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Chemical Property of N⁴-benzoyl-1-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-β-L-ribofuranosyl)cytosine

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Technology Process of N⁴-benzoyl-1-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-β-L-ribofuranosyl)cytosine

There total 7 articles about N⁴-benzoyl-1-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-β-L-ribofuranosyl)cytosine 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: 72.0%

: 885621-56-7
1-O-acetyl-2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-L-ribose

: 26661-13-2
4-N-benzoylcytosine

: 885621-60-3
N⁴-benzoyl-1-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-β-L-ribofuranosyl)cytosine

Guidance literature:: 1-O-acetyl-2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-L-ribose; 4-N-benzoylcytosine; With N,O-bis-(trimethylsilyl)-acetamide; In acetonitrile; for 0.5h; Heating;

With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 80 ℃; for 6h;
DOI:10.1021/jo052652h

Reference yield:

: 885621-55-6
1-O-acetyl-5-O-benzoyl-3-deoxy-3,3-difluoro-L-ribose

: 885621-60-3
N⁴-benzoyl-1-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-β-L-ribofuranosyl)cytosine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 92 percent / DMAP; Et₃N / CH₂Cl₂ / 0.5 h / 20 °C

2.1: N,O-bis(trimethylsilyl)acetamide / acetonitrile / 0.5 h / Heating

2.2: 72 percent / TMSOTf / acetonitrile / 6 h / 80 °C

With dmap; N,O-bis-(trimethylsilyl)-acetamide; triethylamine; In dichloromethane; acetonitrile;
DOI:10.1021/jo052652h

Reference yield:

: 2-O-benzyl-5-O-benzoyl-3-deoxy-3,3-difluoro-L-ribose

: 885621-60-3
N⁴-benzoyl-1-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-β-L-ribofuranosyl)cytosine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 94 percent / DMAP / CH₂Cl₂ / 20 °C

2.1: 91 percent / NaBrO₃; Na₂S₂O₄ / ethyl acetate; H₂O / 5 h / 20 °C

3.1: 92 percent / DMAP; Et₃N / CH₂Cl₂ / 0.5 h / 20 °C

4.1: N,O-bis(trimethylsilyl)acetamide / acetonitrile / 0.5 h / Heating

4.2: 72 percent / TMSOTf / acetonitrile / 6 h / 80 °C

With dmap; sodium bromate; sodium dithionite; N,O-bis-(trimethylsilyl)-acetamide; triethylamine; In dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1021/jo052652h