diisopropyl [1-(6-N-benzoyladenin-9-yl)-2-O-benzoyloxymethoxymethyl-3-O-dimethoxytrityl-β-D-ribofuranos-5-O-yl]methylphosphonate

Base Information

Chemical Name:diisopropyl [1-(6-N-benzoyladenin-9-yl)-2-O-benzoyloxymethoxymethyl-3-O-dimethoxytrityl-β-D-ribofuranos-5-O-yl]methylphosphonate
CAS No.:1332729-29-9
Molecular Formula:C₅₄H₅₈N₅O₁₃P
Molecular Weight:1016.05
Hs Code.:

Synonyms:diisopropyl [1-(6-N-benzoyladenin-9-yl)-2-O-benzoyloxymethoxymethyl-3-O-dimethoxytrityl-β-D-ribofuranos-5-O-yl]methylphosphonate

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Chemical Property of diisopropyl [1-(6-N-benzoyladenin-9-yl)-2-O-benzoyloxymethoxymethyl-3-O-dimethoxytrityl-β-D-ribofuranos-5-O-yl]methylphosphonate

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Technology Process of diisopropyl [1-(6-N-benzoyladenin-9-yl)-2-O-benzoyloxymethoxymethyl-3-O-dimethoxytrityl-β-D-ribofuranos-5-O-yl]methylphosphonate

There total 4 articles about diisopropyl [1-(6-N-benzoyladenin-9-yl)-2-O-benzoyloxymethoxymethyl-3-O-dimethoxytrityl-β-D-ribofuranos-5-O-yl]methylphosphonate 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: 24.0%

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

: benzoyloxymethoxymethyl chloride

: diisopropyl [1-(6-N-benzoyladenin-9-yl)-β-D-ribofuranos-5-O-yl]methylphosphonate

: 1332729-29-9
diisopropyl [1-(6-N-benzoyladenin-9-yl)-2-O-benzoyloxymethoxymethyl-3-O-dimethoxytrityl-β-D-ribofuranos-5-O-yl]methylphosphonate

: 1332729-27-7
diisopropyl [1-(6-N-benzoyladenin-9-yl)-3-O-benzoyloxymethoxymethyl-2-O-dimethoxytrityl-β-D-ribofuranos-5-O-yl]methylphosphonate

Guidance literature:: diisopropyl [1-(6-N-benzoyladenin-9-yl)-β-D-ribofuranos-5-O-yl]methylphosphonate; With dibutyltin chloride; N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; at 20 ℃; for 1h;

benzoyloxymethoxymethyl chloride; In 1,2-dichloro-ethane; at 85 ℃; for 3h;

4,4'-dimethoxytrityl chloride; With pyridine; silver trifluoromethanesulfonate; at 20 ℃; for 16h;
DOI:10.1016/j.bmcl.2011.11.040

Reference yield:

: 10280-24-7
6-N-benzoyl-9-(2,3-O-ethoxymethylidene-β-D-ribofuranosyl)adenine

: 1332729-29-9
diisopropyl [1-(6-N-benzoyladenin-9-yl)-2-O-benzoyloxymethoxymethyl-3-O-dimethoxytrityl-β-D-ribofuranos-5-O-yl]methylphosphonate

: 1332729-27-7
diisopropyl [1-(6-N-benzoyladenin-9-yl)-3-O-benzoyloxymethoxymethyl-2-O-dimethoxytrityl-β-D-ribofuranos-5-O-yl]methylphosphonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C

1.2: 16 h / 20 °C

2.1: dibutyltin chloride; N-ethyl-N,N-diisopropylamine / 1,2-dichloro-ethane / 1 h / 20 °C

2.2: 3 h / 85 °C

2.3: 16 h / 20 °C

With dibutyltin chloride; sodium hydride; N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1039/c1ob05488k

Reference yield:

: 10280-24-7
6-N-benzoyl-9-(2,3-O-ethoxymethylidene-β-D-ribofuranosyl)adenine

: 1332729-29-9
diisopropyl [1-(6-N-benzoyladenin-9-yl)-2-O-benzoyloxymethoxymethyl-3-O-dimethoxytrityl-β-D-ribofuranos-5-O-yl]methylphosphonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 16 h / 0 - 20 °C

2.1: acetic acid / 16 h / 20 °C

3.1: dibutyltin chloride; N-ethyl-N,N-diisopropylamine / 1,2-dichloro-ethane / 1 h / 20 °C

3.2: 3 h / 85 °C

3.3: 16 h / 20 °C

With dibutyltin chloride; sodium hydride; acetic acid; N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.11.040