Methyl 3,6-anhydro-2-O-(4-methylbenzene-1-sulfonyl)hexopyranoside

Base Information

• Chemical Name: Methyl 3,6-anhydro-2-O-(4-methylbenzene-1-sulfonyl)hexopyranoside
• CAS No.: 13407-62-0
• Molecular Formula: C₁₄H₁₈O₇S
• Molecular Weight: 330.359
• NSC Number: 82033
• DSSTox Substance ID: DTXSID20928414
• Mol file: 13407-62-0.mol

Synonyms:13407-62-0;NSC82033;DTXSID20928414;NSC-82033;Methyl 3,6-anhydro-2-O-(4-methylbenzene-1-sulfonyl)hexopyranoside

Chemical Property of Methyl 3,6-anhydro-2-O-(4-methylbenzene-1-sulfonyl)hexopyranoside

Chemical Property:

• Vapor Pressure: 8.34E-12mmHg at 25°C
• Boiling Point: 523.9°Cat760mmHg
• Flash Point: 270.7°C
• Density: 1.44g/cm³
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 330.07732408
• Heavy Atom Count: 22
• Complexity: 480

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OC2C3C(C(CO3)OC2OC)O

Technology Process of Methyl 3,6-anhydro-2-O-(4-methylbenzene-1-sulfonyl)hexopyranoside

There total 5 articles about Methyl 3,6-anhydro-2-O-(4-methylbenzene-1-sulfonyl)hexopyranoside 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:

methyl-[O3,O4-diacetyl-O2,O6-bis-(toluene-4-sulfonyl)-β-D-glucopyranoside] (100109-50-0) → methyl-[O2-(toluene-4-sulfonyl)-3,6-anhydro-β-D-glucopyranoside] (13407-62-0,98579-88-5)

Guidance literature:

With sodium hydroxide; acetone;

DOI:10.1002/hlca.19480310751

Reference yield:

methyl 2,6-di-O-p-tolylsulfonyl-α-D-galactopyranoside (69182-51-0) → methyl-[O2-(toluene-4-sulfonyl)-3,6-anhydro-α-D-galactopyranoside] (13407-62-0,98579-88-5)

Guidance literature:

With sodium hydroxide;

DOI:10.1039/jr9440000229

Reference yield:

methyl α-D-galactopyranoside (3396-99-4) → methyl-[O2-(toluene-4-sulfonyl)-3,6-anhydro-α-D-galactopyranoside] (13407-62-0,98579-88-5)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: aq.-ethanolic NaOH-solution

With pyridine; sodium hydroxide;

DOI:10.1039/jr9440000229

upstream raw materials:

methyl 2,6-di-O-p-tolylsulfonyl-α-D-galactopyranoside

methyl α-D-galactopyranoside

1-methyl-4-nitrosobenzene

acetone

Downstream raw materials:

methyl-[O⁴-methyl-O²-(toluene-4-sulfonyl)-3,6-anhydro-α-D-galactopyranoside]

methyl-[O⁴-acetyl-O²-(toluene-4-sulfonyl)-3,6-anhydro-β-D-glucopyranoside]

methyl-[bis-O-(toluene-4-sulfonyl)-3,6-anhydro-β-D-glucopyranoside]