1-[5-O-benzoyl-3-O-benzyl-6-deoxy-6-diethylphosphono-β-D-mannofuranosyl]uracil

Base Information

Chemical Name:1-[5-O-benzoyl-3-O-benzyl-6-deoxy-6-diethylphosphono-β-D-mannofuranosyl]uracil
CAS No.:1601493-79-1
Molecular Formula:C₂₈H₃₃N₂O₁₀P
Molecular Weight:588.551
Hs Code.:

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

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

There total 12 articles about 1-[5-O-benzoyl-3-O-benzyl-6-deoxy-6-diethylphosphono-β-D-mannofuranosyl]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:

: C₂₈H₃₁N₂O₁₀P

: 1601493-79-1
1-[5-O-benzoyl-3-O-benzyl-6-deoxy-6-diethylphosphono-β-D-mannofuranosyl]uracil

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 0 - 20 ℃; for 1h; stereoselective reaction; Inert atmosphere;
DOI:10.1016/j.ejmech.2014.02.055

Reference yield:

: 18685-18-2
3-O-benzyl-1,2-5,6-O-diisopropylidene-α-D-glucofuranose

: 1601493-79-1
1-[5-O-benzoyl-3-O-benzyl-6-deoxy-6-diethylphosphono-β-D-mannofuranosyl]uracil

Guidance literature:: Multi-step reaction with 10 steps

1.1: acetic acid / water / 1 h / 60 °C

2.1: dmap; pyridine / 0.25 h / 0 °C

2.2: 0 - 20 °C

3.1: sodium iodide / acetone / Inert atmosphere; Reflux

4.1: 48 h / 110 °C / Inert atmosphere

5.1: pyridine / 20 °C / Inert atmosphere

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

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

7.2: 20 °C / Inert atmosphere

8.1: acetic acid; pyridine; hydrazine / water / 5 h / 100 °C

9.1: Dess-Martin periodane / dichloromethane / 2 h / 0 - 20 °C

10.1: sodium tetrahydroborate / ethanol / 1 h / 0 - 20 °C / Inert atmosphere

With pyridine; dmap; sodium tetrahydroborate; N,O-bis-(trimethylsilyl)-acetamide; sulfuric acid; Dess-Martin periodane; acetic acid; sodium iodide; hydrazine; In ethanol; dichloromethane; water; acetone; acetonitrile; 4.1: |Michaelis-Arbuzov Synthesis;
DOI:10.1016/j.ejmech.2014.02.055

Reference yield:

: 22529-61-9
(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol

: 1601493-79-1
1-[5-O-benzoyl-3-O-benzyl-6-deoxy-6-diethylphosphono-β-D-mannofuranosyl]uracil

Guidance literature:: Multi-step reaction with 9 steps

1.1: dmap; pyridine / 0.25 h / 0 °C

1.2: 0 - 20 °C

2.1: sodium iodide / acetone / Inert atmosphere; Reflux

3.1: 48 h / 110 °C / Inert atmosphere

4.1: pyridine / 20 °C / Inert atmosphere

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

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

6.2: 20 °C / Inert atmosphere

7.1: acetic acid; pyridine; hydrazine / water / 5 h / 100 °C

8.1: Dess-Martin periodane / dichloromethane / 2 h / 0 - 20 °C

9.1: sodium tetrahydroborate / ethanol / 1 h / 0 - 20 °C / Inert atmosphere

With pyridine; dmap; sodium tetrahydroborate; N,O-bis-(trimethylsilyl)-acetamide; sulfuric acid; Dess-Martin periodane; acetic acid; sodium iodide; hydrazine; In ethanol; dichloromethane; water; acetone; acetonitrile; 3.1: |Michaelis-Arbuzov Synthesis;
DOI:10.1016/j.ejmech.2014.02.055