1-[2-O-acetyl-5-O-benzoyl-3-O-benzyl-6-deoxy-6-diethylphosphono-β-D-glucofuranosyl]uracil

Base Information

Chemical Name:1-[2-O-acetyl-5-O-benzoyl-3-O-benzyl-6-deoxy-6-diethylphosphono-β-D-glucofuranosyl]uracil
CAS No.:1601493-74-6
Molecular Formula:C₃₀H₃₅N₂O₁₁P
Molecular Weight:630.588
Hs Code.:

Synonyms:1-[2-O-acetyl-5-O-benzoyl-3-O-benzyl-6-deoxy-6-diethylphosphono-β-D-glucofuranosyl]uracil

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Chemical Property of 1-[2-O-acetyl-5-O-benzoyl-3-O-benzyl-6-deoxy-6-diethylphosphono-β-D-glucofuranosyl]uracil

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Technology Process of 1-[2-O-acetyl-5-O-benzoyl-3-O-benzyl-6-deoxy-6-diethylphosphono-β-D-glucofuranosyl]uracil

There total 9 articles about 1-[2-O-acetyl-5-O-benzoyl-3-O-benzyl-6-deoxy-6-diethylphosphono-β-D-glucofuranosyl]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: 73.0%

: 5-O-benzoyl-3-O-benzyl-6-deoxy-1,2-O-diacetyl-6-diethylphosphono-α,β-D-glucofuranose

: 66-22-8,144104-68-7,18324-22-6,27072-01-1,2920-92-5,51953-19-6
uracil

: 1601493-74-6
1-[2-O-acetyl-5-O-benzoyl-3-O-benzyl-6-deoxy-6-diethylphosphono-β-D-glucofuranosyl]uracil

Guidance literature:: uracil; With N,O-bis-(trimethylsilyl)-acetamide; In acetonitrile; for 2h; Inert atmosphere; Reflux;

5-O-benzoyl-3-O-benzyl-6-deoxy-1,2-O-diacetyl-6-diethylphosphono-α,β-D-glucofuranose; With tin(IV) chloride; In acetonitrile; at 20 ℃; Inert atmosphere;
DOI:10.1016/j.ejmech.2014.02.055

Reference yield:

: 3-O-benzyl-6-deoxy-6-diethylphosphono-1,2-O-isopropylidene-α-d-glucofuranose

: 1601493-74-6
1-[2-O-acetyl-5-O-benzoyl-3-O-benzyl-6-deoxy-6-diethylphosphono-β-D-glucofuranosyl]uracil

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine / 20 °C / Inert atmosphere

2.1: acetic acid; sulfuric acid / 0 - 20 °C

3.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 2 h / Inert atmosphere; Reflux

3.2: 20 °C / Inert atmosphere

With pyridine; N,O-bis-(trimethylsilyl)-acetamide; sulfuric acid; acetic acid; In acetonitrile;
DOI:10.1016/j.ejmech.2014.02.055

Reference yield:

: 88776-76-5
3-O-benzyl-6-deoxy-6-iodo-1,2-O-isopropylidene-α-D-glucofuranose

: 1601493-74-6
1-[2-O-acetyl-5-O-benzoyl-3-O-benzyl-6-deoxy-6-diethylphosphono-β-D-glucofuranosyl]uracil

Guidance literature:: Multi-step reaction with 4 steps

1.1: 48 h / 110 °C / Inert atmosphere

2.1: pyridine / 20 °C / Inert atmosphere

3.1: acetic acid; sulfuric acid / 0 - 20 °C

4.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 2 h / Inert atmosphere; Reflux

4.2: 20 °C / Inert atmosphere

With pyridine; N,O-bis-(trimethylsilyl)-acetamide; sulfuric acid; acetic acid; In acetonitrile; 1.1: |Michaelis-Arbuzov Synthesis;
DOI:10.1016/j.ejmech.2014.02.055