2-Methoxycarbonylphenyl 2-acetamido-2-deoxy-b-D-glucopyranoside

Base Information

• Chemical Name: 2-Methoxycarbonylphenyl 2-acetamido-2-deoxy-b-D-glucopyranoside
• CAS No.: 6835-61-6
• Molecular Formula: C16H21NO8
• Molecular Weight: 355.33984
• DSSTox Substance ID: DTXSID90474539
• Wikidata: Q72489503
• Mol file: 6835-61-6.mol

Synonyms:6835-61-6;2-Methoxycarbonylphenyl 2-acetamido-2-deoxy-b-D-glucopyranoside;methyl 2-[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate;2-Methoxycarbonylphenyl 2-acetamido-2-deoxy-beta-D-glucopyranoside;DTXSID90474539;AKOS032441049;AS-78433;D93264;SR-01000013288;SR-01000013288-1;W-203518;Methyl 2-[(2-acetamido-2-deoxy-beta-D-glucopyranosyl)oxy]benzoate

Chemical Property of 2-Methoxycarbonylphenyl 2-acetamido-2-deoxy-b-D-glucopyranoside

Chemical Property:

• PSA: 134.55000
• LogP: -0.81340
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 6
• Exact Mass: 355.12671663
• Heavy Atom Count: 25
• Complexity: 473

Purity/Quality:

98%Min ^*data from raw suppliers

2-Methoxycarbonylphenyl 2-acetamido-2-deoxy-b-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1C(C(C(OC1OC2=CC=CC=C2C(=O)OC)CO)O)O
• Isomeric SMILES: CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1OC2=CC=CC=C2C(=O)OC)CO)O)O

Technology Process of 2-Methoxycarbonylphenyl 2-acetamido-2-deoxy-b-D-glucopyranoside

There total 2 articles about 2-Methoxycarbonylphenyl 2-acetamido-2-deoxy-b-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: 55.0%

Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester (3068-34-6) + methyl salicylate (119-36-8,8024-54-2) → (2-Methoxycarbonyl-phenyl)-2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosid (6835-61-6)

Guidance literature:

With 15-crown-5; sodium hydrogencarbonate; In acetonitrile; at 20 ℃;

DOI:10.1023/A:1012988719296

Reference yield:

→ (2-Methoxycarbonyl-phenyl)-2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosid (6835-61-6)

Guidance literature:

Salicylsaeuremethylester 1) Kalium-tert.-butylat, DMF 2) Acetochlorglucosamin;

upstream raw materials:

Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester

methyl salicylate

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