Phosphoric acid mono-[(2R,3S,4R,5S)-5-(3-carbamoyl-phenyl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl] ester

Base Information

• Chemical Name: Phosphoric acid mono-[(2R,3S,4R,5S)-5-(3-carbamoyl-phenyl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl] ester
• CAS No.: 138385-30-5
• Molecular Formula: C₁₂H₁₆NO₈P
• Molecular Weight: 333.235

Synonyms:Phosphoric acid mono-[(2R,3S,4R,5S)-5-(3-carbamoyl-phenyl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl] ester

Chemical Property of Phosphoric acid mono-[(2R,3S,4R,5S)-5-(3-carbamoyl-phenyl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl] ester

Chemical Property:

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Technology Process of Phosphoric acid mono-[(2R,3S,4R,5S)-5-(3-carbamoyl-phenyl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl] ester

There total 1 articles about Phosphoric acid mono-[(2R,3S,4R,5S)-5-(3-carbamoyl-phenyl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl] ester 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: 45.0%

3-<1-deoxy-2,3-O-(1-methyl-1,1-ethanediyl)-β-D-ribofuranosyl>benzamide (138385-43-0) → Phosphoric acid mono-[(2R,3S,4R,5S)-5-(3-carbamoyl-phenyl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl] ester (138385-30-5)

Guidance literature:

With pyridine; trimethyl phosphite; trichlorophosphate; at 0 ℃; for 3h; Inert atmosphere;

DOI:10.1002/anie.202110391

Reference yield:

C20H27N2O14P + Phosphoric acid mono-[(2R,3S,4R,5S)-5-(3-carbamoyl-phenyl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl] ester (138385-30-5) → C29H39NO22P2

Guidance literature:

With zinc(II) chloride; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.202110391

Reference yield:

C20H27N2O14P + Phosphoric acid mono-[(2R,3S,4R,5S)-5-(3-carbamoyl-phenyl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl] ester (138385-30-5) → C19H29NO17P2*2C6H15N

Guidance literature:

Multi-step reaction with 2 steps

1: zinc(II) chloride / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

2: methanol; water / 7 h / 0 - 25 °C / Inert atmosphere

With methanol; water; zinc(II) chloride; In N,N-dimethyl-formamide;

DOI:10.1002/anie.202110391

upstream raw materials:

3-<1-deoxy-2,3-O-(1-methyl-1,1-ethanediyl)-β-D-ribofuranosyl>benzamide

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