[(2R,3R)-2-(2,2-Dichloro-acetylamino)-3-hydroxy-3-(4-nitro-phenyl)-propoxy]-acetic acid tetrahydro-pyran-2-yl ester

Base Information

• Chemical Name: [(2R,3R)-2-(2,2-Dichloro-acetylamino)-3-hydroxy-3-(4-nitro-phenyl)-propoxy]-acetic acid tetrahydro-pyran-2-yl ester
• CAS No.: 165063-85-4
• Molecular Formula: C₁₈H₂₂Cl₂N₂O₈
• Molecular Weight: 465.287

Synonyms:[(2R,3R)-2-(2,2-Dichloro-acetylamino)-3-hydroxy-3-(4-nitro-phenyl)-propoxy]-acetic acid tetrahydro-pyran-2-yl ester

Chemical Property of [(2R,3R)-2-(2,2-Dichloro-acetylamino)-3-hydroxy-3-(4-nitro-phenyl)-propoxy]-acetic acid tetrahydro-pyran-2-yl ester

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Technology Process of [(2R,3R)-2-(2,2-Dichloro-acetylamino)-3-hydroxy-3-(4-nitro-phenyl)-propoxy]-acetic acid tetrahydro-pyran-2-yl ester

There total 1 articles about [(2R,3R)-2-(2,2-Dichloro-acetylamino)-3-hydroxy-3-(4-nitro-phenyl)-propoxy]-acetic acid tetrahydro-pyran-2-yl 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:

chloramphenicol (56-75-7,85666-84-8) + (tetrahydropyranyl)-iodoacetic acid → [(2R,3R)-2-(2,2-Dichloro-acetylamino)-3-hydroxy-3-(4-nitro-phenyl)-propoxy]-acetic acid tetrahydro-pyran-2-yl ester (165063-85-4)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) THF, 0 deg C, 10 min, 2.) THF, 0 deg C, 80 min;

DOI:10.1021/ja00128a006

Reference yield: 48.0%

[(2R,3R)-2-(2,2-Dichloro-acetylamino)-3-hydroxy-3-(4-nitro-phenyl)-propoxy]-acetic acid tetrahydro-pyran-2-yl ester (165063-85-4) → [(2R,3R)-2-(2,2-Dichloro-acetylamino)-3-hydroxy-3-(4-nitro-phenyl)-propoxy]-acetic acid

Guidance literature:

With hydrogenchloride; In acetone; for 1h; Ambient temperature;

DOI:10.1021/ja00128a006

Reference yield: 44.0%

4-<(trifluoroacetyl)amino>benzeneacetic acid (105113-62-0) + [(2R,3R)-2-(2,2-Dichloro-acetylamino)-3-hydroxy-3-(4-nitro-phenyl)-propoxy]-acetic acid tetrahydro-pyran-2-yl ester (165063-85-4) → [4-(2,2,2-Trifluoro-acetylamino)-phenyl]-acetic acid (1R,2R)-2-(2,2-dichloro-acetylamino)-1-(4-nitro-phenyl)-3-(tetrahydro-pyran-2-yloxycarbonylmethoxy)-propyl ester (165063-91-2)

Guidance literature:

With pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; for 18h; Ambient temperature;

DOI:10.1021/ja00128a006

upstream raw materials:

chloramphenicol

Downstream raw materials:

[4-(2,2,2-Trifluoro-acetylamino)-phenyl]-acetic acid (1R,2R)-2-(2,2-dichloro-acetylamino)-1-(4-nitro-phenyl)-3-(tetrahydro-pyran-2-yloxycarbonylmethoxy)-propyl ester

[(2R,3R)-3-[2-(4-Acetylamino-phenyl)-acetoxy]-2-(2,2-dichloro-acetylamino)-3-(4-nitro-phenyl)-propoxy]-acetic acid

((2R,3R)-2-(2,2-Dichloro-acetylamino)-3-(4-nitro-phenyl)-3-{2-[4-(2,2,2-trifluoro-acetylamino)-phenyl]-acetoxy}-propoxy)-acetic acid

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