Benzyl2-acetamido-4,6-O-benzylidene-3-O-(carboxymethyl)-2-deoxy-a-D-glucopyranoside

Base Information

• Chemical Name: Benzyl2-acetamido-4,6-O-benzylidene-3-O-(carboxymethyl)-2-deoxy-a-D-glucopyranoside
• CAS No.: 14595-22-3
• Molecular Formula: C24H27 N O8
• Molecular Weight: 457.48
• Mol file: 14595-22-3.mol

Synonyms:Glucopyranoside,benzyl 2-acetamido-4,6-O-benzylidene-3-O-(carboxymethyl)-2-deoxy-, a-D- (8CI)

Chemical Property of Benzyl2-acetamido-4,6-O-benzylidene-3-O-(carboxymethyl)-2-deoxy-a-D-glucopyranoside

Chemical Property:

• Melting Point: 220-222°C
• Refractive Index: 1.602
• Boiling Point: 718.9±60.0 °C(Predicted)
• PKA: 3.29±0.10(Predicted)
• PSA: 112.55000
• Density: 1.34±0.1 g/cm3(Predicted)
• LogP: 2.40770

Purity/Quality:

98%Min ^*data from raw suppliers

Benzyl2-Acetamido-4,6-O-Benzylidene-3-Carboxymethyl-2-Deoxy-α-D-Glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzyl2-acetamido-4,6-O-benzylidene-3-O-(carboxymethyl)-2-deoxy-a-D-glucopyranoside

There total 2 articles about Benzyl2-acetamido-4,6-O-benzylidene-3-O-(carboxymethyl)-2-deoxy-a-D-glucopyranoside 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:

benzyl 4,6-O-benzylidene-2-acetylamino-2-deoxy-α-D-glucopyranoside (13343-63-0) + chloroacetic acid (79-11-8) → 1-α-O-benzyl-2-acetamido-4,6-O-benzylidene-3-O-carboxymethyl-2-deoxy-α-D-glucopyranoside (14595-22-3)

Guidance literature:

With carbon dioxide; sodium hydride; Multistep reaction; 1.) dioxane, 6 h, 65 deg C;

DOI:10.1016/0008-6215(94)84291-4

Reference yield:

→ 1-α-O-benzyl-2-acetamido-4,6-O-benzylidene-3-O-carboxymethyl-2-deoxy-α-D-glucopyranoside (14595-22-3)

Guidance literature:

Entspr.'Glucopyranosid', NaH, Na-chloracetat;

Reference yield: 85.0%

C14H25N3O4 + 1-α-O-benzyl-2-acetamido-4,6-O-benzylidene-3-O-carboxymethyl-2-deoxy-α-D-glucopyranoside (14595-22-3) → N-acetyl-1-O-benzyl-4,6-benzylidene-nor-muramyl-D-prolyl-D-γ-isoglutamine tert-butyl ester

Guidance literature:

1-α-O-benzyl-2-acetamido-4,6-O-benzylidene-3-O-carboxymethyl-2-deoxy-α-D-glucopyranoside; With 4-methyl-morpholine; isobutyl chloroformate; In N,N-dimethyl-formamide; at -15 ℃; for 0.05h;

C₁₄H₂₅N₃O₄; In N,N-dimethyl-formamide; at -15 ℃; for 4h;

With potassium hydrogencarbonate; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

DOI:10.1016/j.bmcl.2014.05.043

upstream raw materials:

benzyl 4,6-O-benzylidene-2-acetylamino-2-deoxy-α-D-glucopyranoside

chloroacetic acid

Downstream raw materials:

1-α-O-benzyl-4,6-O-benzylidene-N-acetylnormuramyl-α-aminobutyryl-D-isoglutaminyl-N^ε-p-toluenesulfonyllysyl-N^ε-p-toluenesulfonyllysyl-N^ε-p-tolueunesulfonyllysine amide

1-α-O-benzyl-4,6-O-benzylidine-N-acetyl-norMur-Aib-D-Glu(OBzl)-NH2

1-α-O-benzyl-4,6-O-benzylidene-N-acetylnormuramyl-L-α-aminobutyryl-D-glutamine n-butyl ester

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