(+)-(2S,4R)-N⁴-benzoyl-1-<2-<(benzoyloxy)methyl>-1,3-dioxolan-4-yl>cytosine

Base Information

Chemical Name:(+)-(2S,4R)-N⁴-benzoyl-1-<2-<(benzoyloxy)methyl>-1,3-dioxolan-4-yl>cytosine
CAS No.:146996-26-1
Molecular Formula:C₂₂H₁₉N₃O₆
Molecular Weight:421.409
Hs Code.:

(+)-(2S,4R)-N<sup>4</sup>-benzoyl-1-<2-<(benzoyloxy)methyl>-1,3-dioxolan-4-yl>cytosine

Synonyms:(+)-(2S,4R)-N⁴-benzoyl-1-<2-<(benzoyloxy)methyl>-1,3-dioxolan-4-yl>cytosine

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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 (+)-(2S,4R)-N⁴-benzoyl-1-<2-<(benzoyloxy)methyl>-1,3-dioxolan-4-yl>cytosine

Chemical Property:

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Technology Process of (+)-(2S,4R)-N⁴-benzoyl-1-<2-<(benzoyloxy)methyl>-1,3-dioxolan-4-yl>cytosine

There total 6 articles about (+)-(2S,4R)-N⁴-benzoyl-1-<2-<(benzoyloxy)methyl>-1,3-dioxolan-4-yl>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: 37.1%

: 214273-21-9,145354-82-1
(2S,4RS)-4-acetoxy-2-<(benzoyloxy)methyl>dioxolane

: C₁₇H₂₅N₃O₂Si₂

: 146996-25-0
(-)-(2S,4S)-N⁴-benzoyl-1-<2-<(benzoyloxy)methyl>-1,3-dioxolan-4-yl>cytosine

: 146996-26-1
(+)-(2S,4R)-N⁴-benzoyl-1-<2-<(benzoyloxy)methyl>-1,3-dioxolan-4-yl>cytosine

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; for 1.5h; Ambient temperature;
DOI:10.1021/jm00057a001

Reference yield:

: 26661-13-2
4-N-benzoylcytosine

: 146996-26-1
(+)-(2S,4R)-N⁴-benzoyl-1-<2-<(benzoyloxy)methyl>-1,3-dioxolan-4-yl>cytosine

Guidance literature:: Multi-step reaction with 2 steps

1: ammonium sulfate, TMSOTf / 1.5 h / Ambient temperature

2: 37.1 percent / TMSOTf / CH₂Cl₂ / 1.5 h / Ambient temperature

With ammonium sulfate; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;
DOI:10.1021/jm00057a001

Reference yield:

: 98-88-4
benzoyl chloride

: 146996-26-1
(+)-(2S,4R)-N⁴-benzoyl-1-<2-<(benzoyloxy)methyl>-1,3-dioxolan-4-yl>cytosine

Guidance literature:: Multi-step reaction with 5 steps

1: 83.4 percent / pyridine / CH₂Cl₂ / 2 h

2: 99.2 percent / p-TsOH / methanol / 3 h / Ambient temperature

3: NaIO₄, RuO₂ / H₂O; CCl₄; acetonitrile / 5 h

4: pyridine / tetrahydrofuran / 0.75 h

5: 37.1 percent / TMSOTf / CH₂Cl₂ / 1.5 h / Ambient temperature

With pyridine; ruthenium(IV) oxide; sodium periodate; trimethylsilyl trifluoromethanesulfonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; acetonitrile;
DOI:10.1021/jm00057a001