5-bromo-1-(2-deoxy-3-O-<2-(formylamino)ethyl>-5-O-<4,4'-dimethoxytrityl>-β-D-erythro-pentofuranosyl)uracil

Base Information

• Chemical Name: 5-bromo-1-(2-deoxy-3-O-<2-(formylamino)ethyl>-5-O-<4,4'-dimethoxytrityl>-β-D-erythro-pentofuranosyl)uracil
• CAS No.: 174020-24-7
• Molecular Formula: C₃₃H₃₄BrN₃O₈
• Molecular Weight: 680.552

Synonyms:5-bromo-1-(2-deoxy-3-O-<2-(formylamino)ethyl>-5-O-<4,4'-dimethoxytrityl>-β-D-erythro-pentofuranosyl)uracil

Chemical Property of 5-bromo-1-(2-deoxy-3-O-<2-(formylamino)ethyl>-5-O-<4,4'-dimethoxytrityl>-β-D-erythro-pentofuranosyl)uracil

Chemical Property:

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Technology Process of 5-bromo-1-(2-deoxy-3-O-<2-(formylamino)ethyl>-5-O-<4,4'-dimethoxytrityl>-β-D-erythro-pentofuranosyl)uracil

There total 3 articles about 5-bromo-1-(2-deoxy-3-O-<2-(formylamino)ethyl>-5-O-<4,4'-dimethoxytrityl>-β-D-erythro-pentofuranosyl)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:

methyl 2-deoxy-3-O-<2-(formylamino)ethyl>-5-O-trityl-α,β-D-erythro-pentofuranoside → 5-bromo-1-(2-deoxy-3-O-<2-(formylamino)ethyl>-5-O-<4,4'-dimethoxytrityl>-β-D-erythro-pentofuranosyl)uracil (174020-24-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 10 percent / TMS triflate / acetonitrile / Ambient temperature

2: aq. AcOH / 0.17 h / Heating

3: pyridine / 5 h / Ambient temperature

With pyridine; trimethylsilyl trifluoromethanesulfonate; acetic acid; In acetonitrile;

DOI:10.1080/15257779508010721

Reference yield:

5-bromo-1-(2-deoxy-3-O-<2-(formylamino)ethyl>-5-O-trityl-β-D-erythro-pentofuranosyl)uracil (174020-23-6) → 5-bromo-1-(2-deoxy-3-O-<2-(formylamino)ethyl>-5-O-<4,4'-dimethoxytrityl>-β-D-erythro-pentofuranosyl)uracil (174020-24-7)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. AcOH / 0.17 h / Heating

2: pyridine / 5 h / Ambient temperature

With pyridine; acetic acid;

DOI:10.1080/15257779508010721

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) + N-{2-[(2R,3S,5R)-5-(5-Bromo-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-ethyl}-formamide → 5-bromo-1-(2-deoxy-3-O-<2-(formylamino)ethyl>-5-O-<4,4'-dimethoxytrityl>-β-D-erythro-pentofuranosyl)uracil (174020-24-7)

Guidance literature:

With pyridine; for 5h; Yield given; Ambient temperature;

DOI:10.1080/15257779508010721

upstream raw materials:

4,4'-dimethoxytrityl chloride

5-bromo-1-(2-deoxy-3-O-<2-(formylamino)ethyl>-5-O-trityl-β-D-erythro-pentofuranosyl)uracil

Downstream raw materials:

C₄₁H₄₁Br₂N₅O₁₂

5-bromo-1-<3-O-(2-aminoethyl)-2-deoxy-5-O-<4,4'-dimethoxytrityl>-β-D-erythro-pentofuranosyl>uracil

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