3-(benzyloxymethyl)-1-[2,3-di-O-(tert-butyldimethylsilyl)-5-deoxy-5-iodo-β-D-ribopentofuranosyl]uracil

Base Information

Chemical Name:3-(benzyloxymethyl)-1-[2,3-di-O-(tert-butyldimethylsilyl)-5-deoxy-5-iodo-β-D-ribopentofuranosyl]uracil
CAS No.:1332758-09-4
Molecular Formula:C₂₉H₄₇IN₂O₆Si₂
Molecular Weight:702.777
Hs Code.:

Synonyms:3-(benzyloxymethyl)-1-[2,3-di-O-(tert-butyldimethylsilyl)-5-deoxy-5-iodo-β-D-ribopentofuranosyl]uracil

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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 3-(benzyloxymethyl)-1-[2,3-di-O-(tert-butyldimethylsilyl)-5-deoxy-5-iodo-β-D-ribopentofuranosyl]uracil

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Technology Process of 3-(benzyloxymethyl)-1-[2,3-di-O-(tert-butyldimethylsilyl)-5-deoxy-5-iodo-β-D-ribopentofuranosyl]uracil

There total 4 articles about 3-(benzyloxymethyl)-1-[2,3-di-O-(tert-butyldimethylsilyl)-5-deoxy-5-iodo-β-D-ribopentofuranosyl]uracil 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: 99.0%

: 1332758-07-2
3-(benzyloxymethyl)-1-[2,3-di-O-(tert-butyldimethylsilyl)-β-D-ribo-pentofuranosyl]uracil

: 1332758-09-4
3-(benzyloxymethyl)-1-[2,3-di-O-(tert-butyldimethylsilyl)-5-deoxy-5-iodo-β-D-ribopentofuranosyl]uracil

Guidance literature:: With pyridine; iodine; triphenylphosphine; In 1,4-dioxane; at 20 ℃; for 16h; Inert atmosphere;
DOI:10.1021/ol202124b

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 1332758-09-4
3-(benzyloxymethyl)-1-[2,3-di-O-(tert-butyldimethylsilyl)-5-deoxy-5-iodo-β-D-ribopentofuranosyl]uracil

Guidance literature:: Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 15 h / 20 °C / Inert atmosphere

2: trifluoroacetic acid / tetrahydrofuran; water / 7 h / 0 °C / Inert atmosphere

3: pyridine; iodine; triphenylphosphine / 1,4-dioxane / 16 h / 20 °C / Inert atmosphere

With pyridine; iodine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol202124b

Reference yield:

: 1332758-04-9
3-(benzyloxymethyl)-1-[2,3,5-tri-O-(tert-butyldimethylsilyl)-β-D-ribo-pentofuranosyl]uracil

: 1332758-09-4
3-(benzyloxymethyl)-1-[2,3-di-O-(tert-butyldimethylsilyl)-5-deoxy-5-iodo-β-D-ribopentofuranosyl]uracil

Guidance literature:: Multi-step reaction with 2 steps

1: trifluoroacetic acid / tetrahydrofuran; water / 7 h / 0 °C / Inert atmosphere

2: pyridine; iodine; triphenylphosphine / 1,4-dioxane / 16 h / 20 °C / Inert atmosphere

With pyridine; iodine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; water;
DOI:10.1021/ol202124b