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

Base Information

Chemical Name:4-N-benzoyl-5'-O-(dimethoxytrityl)-2'-C-β-methyl-2'-O-(tert-butyldimethylsilyl)cytidine
CAS No.:220503-68-4
Molecular Formula:C₄₄H₅₁N₃O₈Si
Molecular Weight:777.99
Hs Code.:

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

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

There total 7 articles about 4-N-benzoyl-5'-O-(dimethoxytrityl)-2'-C-β-methyl-2'-O-(tert-butyldimethylsilyl)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: 65.0%

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

: 220503-67-3
4-N-benzoyl-2'-C-β-methyl-2'-O-(tert-butyldimethylsilyl)cytidine

: 220503-68-4
4-N-benzoyl-5'-O-(dimethoxytrityl)-2'-C-β-methyl-2'-O-(tert-butyldimethylsilyl)cytidine

Guidance literature:: With pyridine; silver nitrate; In tetrahydrofuran; for 1h;
DOI:10.1021/jo981329u

Reference yield:

: 26661-13-2
4-N-benzoylcytosine

: 220503-68-4
4-N-benzoyl-5'-O-(dimethoxytrityl)-2'-C-β-methyl-2'-O-(tert-butyldimethylsilyl)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: 64 percent / t-BuMgCl / 0 deg C to rt

6: 82 percent / HF, Py / tetrahydrofuran / 0 deg C to rt

7: 65 percent / Py, AgNO₃ / tetrahydrofuran / 1 h

With pyridine; ammonium sulfate; sodium hydroxide; hydrogen fluoride; tert-butylmagnesium chloride; tin(IV) chloride; silver nitrate; In tetrahydrofuran; pyridine; methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo981329u

Reference yield:

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

: 220503-68-4
4-N-benzoyl-5'-O-(dimethoxytrityl)-2'-C-β-methyl-2'-O-(tert-butyldimethylsilyl)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: 64 percent / t-BuMgCl / 0 deg C to rt

5: 82 percent / HF, Py / tetrahydrofuran / 0 deg C to rt

6: 65 percent / Py, AgNO₃ / tetrahydrofuran / 1 h

With pyridine; sodium hydroxide; hydrogen fluoride; tert-butylmagnesium chloride; tin(IV) chloride; silver nitrate; In tetrahydrofuran; pyridine; methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo981329u