4-N-benzoyl-5'-O-(dimethoxytrityl)-2'-C-β-methyl-2'-O-(tetrahydropyranyl)cytidine

Base Information

Chemical Name:4-N-benzoyl-5'-O-(dimethoxytrityl)-2'-C-β-methyl-2'-O-(tetrahydropyranyl)cytidine
CAS No.:220503-89-9
Molecular Formula:C₄₃H₄₅N₃O₉
Molecular Weight:747.845
Hs Code.:

Synonyms:4-N-benzoyl-5'-O-(dimethoxytrityl)-2'-C-β-methyl-2'-O-(tetrahydropyranyl)cytidine

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Chemical Property of 4-N-benzoyl-5'-O-(dimethoxytrityl)-2'-C-β-methyl-2'-O-(tetrahydropyranyl)cytidine

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Technology Process of 4-N-benzoyl-5'-O-(dimethoxytrityl)-2'-C-β-methyl-2'-O-(tetrahydropyranyl)cytidine

There total 7 articles about 4-N-benzoyl-5'-O-(dimethoxytrityl)-2'-C-β-methyl-2'-O-(tetrahydropyranyl)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: 91.0%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 4-N-benzoyl-2'-C-β-methyl-2'-O-(tetrahydropyranyl)cytidine

: 220503-89-9
4-N-benzoyl-5'-O-(dimethoxytrityl)-2'-C-β-methyl-2'-O-(tetrahydropyranyl)cytidine

Guidance literature:: With pyridine; 0 deg C to rt;
DOI:10.1021/jo981329u

Reference yield:

: 26661-13-2
4-N-benzoylcytosine

: 220503-89-9
4-N-benzoyl-5'-O-(dimethoxytrityl)-2'-C-β-methyl-2'-O-(tetrahydropyranyl)cytidine

Guidance literature:: Multi-step reaction with 7 steps

1: (NH₄)2SO₄ / Heating

2: 86 percent / SnCl₄ / acetonitrile

3: 94 percent / aq. NaOH / pyridine; methanol / 0.5 h / -20 - -15 °C

4: 95 percent / AgNO₃ / dimethylformamide / 0 deg C to rt

5: 95 percent / 10-camphorsulfonic acid / CH₂Cl₂ / overnight

6: 92 percent / HF, Py / tetrahydrofuran / 0 deg C to rt

7: 91 percent / Py / 0 deg C to rt

With pyridine; ammonium sulfate; sodium hydroxide; (1S)-10-camphorsulfonic acid; hydrogen fluoride; tin(IV) chloride; silver nitrate; In tetrahydrofuran; pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo981329u

Reference yield:

: 64339-87-3
N₄,O-bis(trimethylsilyl)-N₄-benzoylcytosine

: 220503-89-9
4-N-benzoyl-5'-O-(dimethoxytrityl)-2'-C-β-methyl-2'-O-(tetrahydropyranyl)cytidine

Guidance literature:: Multi-step reaction with 6 steps

1: 86 percent / SnCl₄ / acetonitrile

2: 94 percent / aq. NaOH / pyridine; methanol / 0.5 h / -20 - -15 °C

3: 95 percent / AgNO₃ / dimethylformamide / 0 deg C to rt

4: 95 percent / 10-camphorsulfonic acid / CH₂Cl₂ / overnight

5: 92 percent / HF, Py / tetrahydrofuran / 0 deg C to rt

6: 91 percent / Py / 0 deg C to rt

With pyridine; sodium hydroxide; (1S)-10-camphorsulfonic acid; hydrogen fluoride; tin(IV) chloride; silver nitrate; In tetrahydrofuran; pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo981329u