4-N-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O,4'-C-(methylenoxymethylene)cytidine

Base Information

Chemical Name:4-N-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O,4'-C-(methylenoxymethylene)cytidine
CAS No.:877823-46-6
Molecular Formula:C₃₉H₃₇N₃O₉
Molecular Weight:691.737
Hs Code.:

Synonyms:4-N-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O,4'-C-(methylenoxymethylene)cytidine

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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 4-N-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O,4'-C-(methylenoxymethylene)cytidine

Chemical Property:

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Technology Process of 4-N-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O,4'-C-(methylenoxymethylene)cytidine

There total 8 articles about 4-N-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O,4'-C-(methylenoxymethylene)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: 88.0%

: 583829-91-8
4-N-benzoyl-2'-O,4'-C-(methylenoxymethylene)cytidine

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

: 877823-46-6
4-N-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O,4'-C-(methylenoxymethylene)cytidine

Guidance literature:: With pyridine; at 20 ℃; for 5h;
DOI:10.1016/j.bmc.2005.09.020

Reference yield:

: 583829-90-7
4-N-benzoyl-3'-O-benzyl-2'-O,4'-C-(methylenoxymethylene)cytidine

: 877823-46-6
4-N-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O,4'-C-(methylenoxymethylene)cytidine

Guidance literature:: Multi-step reaction with 2 steps

1: 71 percent / cyclohexene / Pd/C / methanol / 1 h / Heating

2: 88 percent / pyridine / 5 h / 20 °C

With pyridine; cyclohexene; palladium on activated charcoal; In methanol;
DOI:10.1016/j.bmc.2005.09.020

Reference yield:

: 583829-86-1
4-C-acetoxymethyl-1,2-di-O-acetyl-3-O-benzyl-5-O-tert-butyldiphenylsilyl-D-erythro-pentofuranose

: 877823-46-6
4-N-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O,4'-C-(methylenoxymethylene)cytidine

Guidance literature:: Multi-step reaction with 6 steps

1: 76 percent / N,O-bis(trimethylsilyl)acetamide; TMSOTf / acetonitrile / 1 h / Heating

2: 84 percent / LiOH*H₂O / tetrahydrofuran; H₂O / 2 h / 20 °C

3: 70 percent / TsOH*H₂O / 1,2-dichloro-ethane / 1.5 h / 60 °C

4: 92 percent / TBAF / tetrahydrofuran / 18 h / 20 °C

5: 71 percent / cyclohexene / Pd/C / methanol / 1 h / Heating

6: 88 percent / pyridine / 5 h / 20 °C

With pyridine; lithium hydroxide; N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; cyclohexene; palladium on activated charcoal; In tetrahydrofuran; methanol; water; 1,2-dichloro-ethane; acetonitrile; 1: Vorbrueggen reaction;
DOI:10.1016/j.bmc.2005.09.020