Tetra-O-acetyl-beta-d-Glucopyranosylsulfenamido benzene

Base Information

• Chemical Name: Tetra-O-acetyl-beta-d-Glucopyranosylsulfenamido benzene
• CAS No.: 23094-81-7
• Molecular Formula: C20H25 N O9 S
• Molecular Weight: 455.4788
• NSC Number: 119333
• DSSTox Substance ID: DTXSID10945771
• Mol file: 23094-81-7.mol

Synonyms:23094-81-7;NSC119333;DTXSID10945771;NSC-119333;2,3,4,6-Tetra-O-acetyl-1-S-anilino-1-thiohexopyranose;Tetra-O-acetyl-.beta.-d-Glucopyranosylsulfenamido benzene

Chemical Property of Tetra-O-acetyl-beta-d-Glucopyranosylsulfenamido benzene

Chemical Property:

• Vapor Pressure: 2.03E-11mmHg at 25°C
• Boiling Point: 532.5°Cat760mmHg
• Flash Point: 275.8°C
• Density: 1.32g/cm³
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 12
• Exact Mass: 455.12500255
• Heavy Atom Count: 31
• Complexity: 653

Purity/Quality:

99% ^*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)SNC2=CC=CC=C2)OC(=O)C)OC(=O)C)OC(=O)C

Technology Process of Tetra-O-acetyl-beta-d-Glucopyranosylsulfenamido benzene

There total 3 articles about Tetra-O-acetyl-beta-d-Glucopyranosylsulfenamido benzene 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: 51.0%

aniline (62-53-3) + bis(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)disulfide (5207-08-9) → N-phenyl-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)sulfenamide (23094-81-7)

Guidance literature:

With silver nitrate; In acetonitrile; at 20 ℃; for 24h;

DOI:10.1016/j.carres.2004.03.023

Reference yield: 32.0%

aniline (62-53-3) + 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl methanethiolsulfonate (219668-45-8) → N-phenyl-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)sulfenamide (23094-81-7)

Guidance literature:

With silver nitrate; In methanol; at 20 ℃; for 24h;

DOI:10.1016/j.carres.2004.03.023

Reference yield:

→ N-phenyl-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)sulfenamide (23094-81-7)

Guidance literature:

Sulfenylbromid 2, Anilin;

DOI:10.1016/S0008-6215(00)82135-7

upstream raw materials:

aniline

2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl methanethiolsulfonate

bis(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)disulfide