Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-(4-nitro-phenoxy)-5-pentanoylamino-tetrahydro-pyran-4-yl ester

Base Information

• Chemical Name: Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-(4-nitro-phenoxy)-5-pentanoylamino-tetrahydro-pyran-4-yl ester
• CAS No.: 59343-86-1
• Molecular Formula: C₂₃H₃₀N₂O₁₁
• Molecular Weight: 510.498

Synonyms:Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-(4-nitro-phenoxy)-5-pentanoylamino-tetrahydro-pyran-4-yl ester

Chemical Property of Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-(4-nitro-phenoxy)-5-pentanoylamino-tetrahydro-pyran-4-yl ester

Chemical Property:

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Technology Process of Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-(4-nitro-phenoxy)-5-pentanoylamino-tetrahydro-pyran-4-yl ester

There total 2 articles about Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-(4-nitro-phenoxy)-5-pentanoylamino-tetrahydro-pyran-4-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:

3,4,6-tri-O-acetyl-2-deoxy-2-N-pentanoylamino-α-D-glucopyranosyl chloride (885330-99-4) + 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-(4-nitro-phenoxy)-5-pentanoylamino-tetrahydro-pyran-4-yl ester (59343-86-1)

Guidance literature:

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In dichloromethane; water; at 20 ℃;

DOI:10.1021/ja904506u

Reference yield:

→ Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-(4-nitro-phenoxy)-5-pentanoylamino-tetrahydro-pyran-4-yl ester (59343-86-1)

Guidance literature:

Glucose 1e, 1.) Acetylchlorid/HCl, 2.) Natrium-p-nitrophenoxid;

DOI:10.1016/S0008-6215(00)83565-X

Reference yield:

Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-(4-nitro-phenoxy)-5-pentanoylamino-tetrahydro-pyran-4-yl ester (59343-86-1) → Pentanoic acid [(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-hydroxymethyl-2-(4-nitro-phenoxy)-tetrahydro-pyran-3-yl]-amide (59343-92-9)

Guidance literature:

With methanol; sodium methylate; at 20 ℃; for 1h;

DOI:10.1021/ja904506u

upstream raw materials:

3,4,6-tri-O-acetyl-2-deoxy-2-N-pentanoylamino-α-D-glucopyranosyl chloride

4-nitro-phenol

Downstream raw materials:

Pentanoic acid [(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-hydroxymethyl-2-(4-nitro-phenoxy)-tetrahydro-pyran-3-yl]-amide

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