alpha-D-Galactopyranoside, methyl, 2,6-bis(4-methylbenzenesulfonate)

Base Information

• Chemical Name: alpha-D-Galactopyranoside, methyl, 2,6-bis(4-methylbenzenesulfonate)
• CAS No.: 69182-51-0
• Molecular Formula: C₂₁H₂₆O₁₀S₂
• Molecular Weight: 502.563
• DSSTox Substance ID: DTXSID801171886
• Mol file: 69182-51-0.mol

Synonyms:DTXSID801171886;alpha-D-Galactopyranoside, methyl, 2,6-bis(4-methylbenzenesulfonate);69182-51-0

Chemical Property of alpha-D-Galactopyranoside, methyl, 2,6-bis(4-methylbenzenesulfonate)

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 8
• Exact Mass: 502.09673937
• Heavy Atom Count: 33
• Complexity: 818

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OCC2C(C(C(C(O2)OC)OS(=O)(=O)C3=CC=C(C=C3)C)O)O
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)OC[C@@H]2[C@@H]([C@@H]([C@H]([C@H](O2)OC)OS(=O)(=O)C3=CC=C(C=C3)C)O)O

Technology Process of alpha-D-Galactopyranoside, methyl, 2,6-bis(4-methylbenzenesulfonate)

There total 6 articles about alpha-D-Galactopyranoside, methyl, 2,6-bis(4-methylbenzenesulfonate) 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: 17.2%

p-toluenesulfonyl chloride (98-59-9) + methyl α-D-galactopyranoside (3396-99-4) → methyl 2,6-di-O-p-tolylsulfonyl-α-D-galactopyranoside (69182-51-0) + methyl 3,6-di-O-(4-toluenesulfonyl)-α-D-galactopyranoside (74042-86-7) + methyl 2,3,6-tri-O-p-tolylsulfonyl-α-D-galactopyranoside (74052-05-4)

Guidance literature:

In pyridine; for 22h; Ambient temperature;

DOI:10.1016/S0008-6215(00)85664-5

Reference yield:

methyl-[O4-acetyl-O2,O3,O6-tris-(toluene-4-sulfonyl)-β-D-glucopyranoside] → methyl-[O2,O6-bis-(toluene-4-sulfonyl)-β-D-glucopyranoside] (7225-56-1,54497-89-1,69182-51-0,108825-74-7)

Guidance literature:

With methanol; chloroform; sodium methylate; at -20 ℃;

DOI:10.1039/jr9380001088

Reference yield:

methyl O3,O4-isopropylidene-O2,O6-bis-(toluene-4-sulfonyl)-α-D-galactopyranoside (64993-87-9) → methyl 2,6-di-O-p-tolylsulfonyl-α-D-galactopyranoside (69182-51-0)

Guidance literature:

With hydrogenchloride;

upstream raw materials:

methyl O³,O⁴-isopropylidene-O²,O⁶-bis-(toluene-4-sulfonyl)-α-D-galactopyranoside

p-toluenesulfonyl chloride

methyl α-D-galactopyranoside

Downstream raw materials:

methyl-[tetrakis-O-(toluene-4-sulfonyl)-β-D-glucopyranoside]

methyl O³,O⁴-isopropylidene-O²,O⁶-bis-(toluene-4-sulfonyl)-α-D-galactopyranoside

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