(4R)-5-acetamido-4,8-anhydro-7,9-O-benzylidene-1,2-O-cyclohexylidene-5-deoxy-4-C-nitro-D-gluco-L-erythro-nonitol

Base Information

• Chemical Name: (4R)-5-acetamido-4,8-anhydro-7,9-O-benzylidene-1,2-O-cyclohexylidene-5-deoxy-4-C-nitro-D-gluco-L-erythro-nonitol
• CAS No.: 114102-93-1
• Molecular Formula: C₂₄H₃₂N₂O₁₀
• Molecular Weight: 508.525

Synonyms:(4R)-5-acetamido-4,8-anhydro-7,9-O-benzylidene-1,2-O-cyclohexylidene-5-deoxy-4-C-nitro-D-gluco-L-erythro-nonitol

Chemical Property of (4R)-5-acetamido-4,8-anhydro-7,9-O-benzylidene-1,2-O-cyclohexylidene-5-deoxy-4-C-nitro-D-gluco-L-erythro-nonitol

Chemical Property:

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Technology Process of (4R)-5-acetamido-4,8-anhydro-7,9-O-benzylidene-1,2-O-cyclohexylidene-5-deoxy-4-C-nitro-D-gluco-L-erythro-nonitol

There total 1 articles about (4R)-5-acetamido-4,8-anhydro-7,9-O-benzylidene-1,2-O-cyclohexylidene-5-deoxy-4-C-nitro-D-gluco-L-erythro-nonitol 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: 85.0%

(R)-2,3-cyclohexylideneglyceraldehyde (78008-36-3) + 1-deoxy-1-nitro-N-acetyl-4,6-O-benzylidene-β-D-glucosamine (105874-62-2) → (4R)-5-acetamido-4,8-anhydro-7,9-O-benzylidene-1,2-O-cyclohexylidene-5-deoxy-4-C-nitro-D-gluco-L-erythro-nonitol (114102-93-1)

Guidance literature:

With tetraethylammonium hydroxide; In methanol; N,N-dimethyl-formamide; for 3.25h;

DOI:10.1016/0008-6215(87)80145-3

Reference yield: 92.0%

acetic anhydride (108-24-7) + (4R)-5-acetamido-4,8-anhydro-7,9-O-benzylidene-1,2-O-cyclohexylidene-5-deoxy-4-C-nitro-D-gluco-L-erythro-nonitol (114102-93-1) → (4R)-5-acetamido-3,6-di-O-acetyl-4,8-anhydro-7,9-O-benzylidene-1,2-O-cyclohexylidene-5-deoxy-4-C-nitro-D-gluco-L-erythro-nonitol (114102-94-2)

Guidance literature:

With pyridine;

DOI:10.1016/0008-6215(87)80145-3

Reference yield: 66.0%

(4R)-5-acetamido-4,8-anhydro-7,9-O-benzylidene-1,2-O-cyclohexylidene-5-deoxy-4-C-nitro-D-gluco-L-erythro-nonitol (114102-93-1) + chloromethyl methyl ether (107-30-2) → 5-Acetamido-7,9-O-benzylidene-1,2-O-cyclohexylidene-4,5-dideoxy-3,6-bis-O-(methoxymethyl)-4-nitro-D-gluco-L-erythro-nonulopyranose (131424-58-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; 1.) 1 h, 0 deg C, 2.) 48 h, room temperature;

DOI:10.1002/hlca.19900730620

upstream raw materials:

(R)-2,3-cyclohexylideneglyceraldehyde

1-deoxy-1-nitro-N-acetyl-4,6-O-benzylidene-β-D-glucosamine

Downstream raw materials:

(4R)-5-acetamido-3,6-di-O-acetyl-4,8-anhydro-7,9-O-benzylidene-1,2-O-cyclohexylidene-5-deoxy-4-C-nitro-D-gluco-L-erythro-nonitol

5-acetamido-2,6-anhydro-1,3-O-benzylidene-8,9-O-cyclohexylidene-5-deoxy-D-arabino-L-gulo-nonitol

5-acetamido-7,9-O-benzylidene-1,2-O-cyclohexylidene-5-deoxy-α-D-gluco-L-erythro-4-nonulo-4,8-pyranose

5-Acetamido-7,9-O-benzylidene-1,2-O-cyclohexylidene-4,5-dideoxy-3,6-bis-O-(methoxymethyl)-4-nitro-D-gluco-L-erythro-nonulopyranose

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