2-O-[(tert-butyl)dimethylsilyl]-1-deoxy-5-O-(4,4'-dimethoxytrityl)-1-(4-fluoro-1H-benzimidazol-1-yl)-β-D-ribofuranose

Base Information

Chemical Name:2-O-[(tert-butyl)dimethylsilyl]-1-deoxy-5-O-(4,4'-dimethoxytrityl)-1-(4-fluoro-1H-benzimidazol-1-yl)-β-D-ribofuranose
CAS No.:304436-48-4
Molecular Formula:C₃₉H₄₅FN₂O₆Si
Molecular Weight:684.88
Hs Code.:

Synonyms:2-O-[(tert-butyl)dimethylsilyl]-1-deoxy-5-O-(4,4'-dimethoxytrityl)-1-(4-fluoro-1H-benzimidazol-1-yl)-β-D-ribofuranose

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Chemical Property of 2-O-[(tert-butyl)dimethylsilyl]-1-deoxy-5-O-(4,4'-dimethoxytrityl)-1-(4-fluoro-1H-benzimidazol-1-yl)-β-D-ribofuranose

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Technology Process of 2-O-[(tert-butyl)dimethylsilyl]-1-deoxy-5-O-(4,4'-dimethoxytrityl)-1-(4-fluoro-1H-benzimidazol-1-yl)-β-D-ribofuranose

There total 6 articles about 2-O-[(tert-butyl)dimethylsilyl]-1-deoxy-5-O-(4,4'-dimethoxytrityl)-1-(4-fluoro-1H-benzimidazol-1-yl)-β-D-ribofuranose 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: 49.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 304436-47-3
1-deoxy-5-O-(4,4'-dimethoxytrityl)-1-(4-fluoro-1H-benzimidazol-1-yl)-β-D-ribofuranose

: 304436-48-4
2-O-[(tert-butyl)dimethylsilyl]-1-deoxy-5-O-(4,4'-dimethoxytrityl)-1-(4-fluoro-1H-benzimidazol-1-yl)-β-D-ribofuranose

: 3-O-[(tert-butyl)dimethylsilyl]-1-deoxy-5-O-(4,4'-dimethoxytrityl)-1-(4-fluoro-1H-benzimidazol-1-yl)-β-D-ribofuranose

Guidance literature:: With silver nitrate; In tetrahydrofuran; pyridine; at 20 ℃; for 20h;
DOI:10.1002/1522-2675(20000809)83:8<1791::AID-HLCA1791>3.0.CO;2-K

Reference yield:

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

: 304436-48-4
2-O-[(tert-butyl)dimethylsilyl]-1-deoxy-5-O-(4,4'-dimethoxytrityl)-1-(4-fluoro-1H-benzimidazol-1-yl)-β-D-ribofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: 89.1 percent / Et₃N / pyridine / 6.5 h / 20 °C

2: 40.7 percent / AgNO₃ / tetrahydrofuran; pyridine / 20 h / 20 °C

With silver nitrate; triethylamine; In tetrahydrofuran; pyridine; 1: Etherification / 2: Etherification;
DOI:10.1002/1522-2675(20000809)83:8<1791::AID-HLCA1791>3.0.CO;2-K

Reference yield:

: 5847-89-2
4-fluoro-1H-benzimidazole

: 304436-48-4
2-O-[(tert-butyl)dimethylsilyl]-1-deoxy-5-O-(4,4'-dimethoxytrityl)-1-(4-fluoro-1H-benzimidazol-1-yl)-β-D-ribofuranose

Guidance literature:: Multi-step reaction with 4 steps

1.1: N,O-bis(trimethylsilyl)acetamide / acetonitrile / 0.25 h / Heating

1.2: 65.7 percent / trimethylsilyl trifluoromethanesulfonate / acetonitrile / 2.5 h / Heating

2.1: 96.4 percent / NH₃; MeOH / 20 h

3.1: 89.1 percent / Et₃N / pyridine / 6.5 h / 20 °C

4.1: 40.7 percent / AgNO₃ / tetrahydrofuran; pyridine / 20 h / 20 °C

With methanol; N,O-bis-(trimethylsilyl)-acetamide; ammonia; silver nitrate; triethylamine; In tetrahydrofuran; pyridine; acetonitrile; 1.1: silylation / 1.2: Condensation / 2.1: deprotection / 3.1: Etherification / 4.1: Etherification;
DOI:10.1002/1522-2675(20000809)83:8<1791::AID-HLCA1791>3.0.CO;2-K