2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl azide

Base Information

• Chemical Name: 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl azide
• CAS No.: 20369-61-3
• Molecular Formula: C₄₅H₃₇NP₂S
• Molecular Weight: 685.809
• DSSTox Substance ID: DTXSID90369330
• Nikkaji Number: J1.257.247F
• Wikidata: Q82156373
• Mol file: 20369-61-3.mol

Synonyms:2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl azide;TA-Glu A cpd

Chemical Property of 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl azide

Chemical Property:

• Melting Point: 100.5°C
• Refractive Index: 1.5700 (estimate)
• Boiling Point: 502.57°C (rough estimate)
• PSA: 164.18000
• Density: 1.3271 (rough estimate)
• LogP: -0.16744
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 10
• Exact Mass: 373.11212919
• Heavy Atom Count: 26
• Complexity: 617

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC1C(C(C(C(O1)N=[N+]=[N-])OC(=O)C)OC(=O)C)OC(=O)C
• Isomeric SMILES: CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)N=[N+]=[N-])OC(=O)C)OC(=O)C)OC(=O)C

Technology Process of 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl azide

There total 1 articles about 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl azide 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:

1-isothiocyanato-4-methylbenzene (622-59-3) + hexaphenylcarbodiphosphorane (103559-83-7) → 1:1-Addukt aus Hexaphenylcarbodiphosphoran u. p-Tolylisothiocyanat (Inneres Salz) (20369-61-3)

Guidance literature:

In diethylene glycol dimethyl ether;

DOI:10.1021/ja01016a045

Reference yield:

1:1-Addukt aus Hexaphenylcarbodiphosphoran u. p-Tolylisothiocyanat (Inneres Salz) (20369-61-3) → N-p-Tolyl(triphenylphosphoranyliden)ethenimin (75909-58-9)

Guidance literature:

With 1,2-dichloro-benzene;

DOI:10.1021/ja01016a045

Reference yield:

1:1-Addukt aus Hexaphenylcarbodiphosphoran u. p-Tolylisothiocyanat (Inneres Salz) (20369-61-3) → <1-Methyl-2,4-bis-(p-methylphenylimino)-3-triphenylphosphoranyliden-cyclobutyl-(1)>-triphenylphosphoniumiodid (18945-78-3)

Guidance literature:

Multi-step reaction with 2 steps

1: o-dichlorobenzene

With 1,2-dichloro-benzene;

DOI:10.1021/ja01016a045

upstream raw materials:

1-isothiocyanato-4-methylbenzene

hexaphenylcarbodiphosphorane

Downstream raw materials:

N-p-Tolyl(triphenylphosphoranyliden)ethenimin

<1-Methyl-2,4-bis-(p-methylphenylimino)-3-triphenylphosphoranyliden-cyclobutyl-(1)>-triphenylphosphoniumiodid

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