alpha-D-Galactopyranoside, methyl 3,4-O-(1-methylethylidene)-, 6-(4-methylbenzenesulfonate)

Base Information

• Chemical Name: alpha-D-Galactopyranoside, methyl 3,4-O-(1-methylethylidene)-, 6-(4-methylbenzenesulfonate)
• CAS No.: 34698-20-9
• Molecular Formula: C₁₇H₂₄O₈S
• Molecular Weight: 388.439
• DSSTox Substance ID: DTXSID401125300

Synonyms:DTXSID401125300;alpha-D-Galactopyranoside, methyl 3,4-O-(1-methylethylidene)-, 6-(4-methylbenzenesulfonate);34698-20-9

Chemical Property of alpha-D-Galactopyranoside, methyl 3,4-O-(1-methylethylidene)-, 6-(4-methylbenzenesulfonate)

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 388.11918889
• Heavy Atom Count: 26
• Complexity: 578

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OCC2C3C(C(C(O2)OC)O)OC(O3)(C)C
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)OC[C@@H]2[C@H]3[C@@H]([C@H]([C@H](O2)OC)O)OC(O3)(C)C

Technology Process of alpha-D-Galactopyranoside, methyl 3,4-O-(1-methylethylidene)-, 6-(4-methylbenzenesulfonate)

There total 8 articles about alpha-D-Galactopyranoside, methyl 3,4-O-(1-methylethylidene)-, 6-(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: 80.0%

acetone (67-64-1) + methyl 6-O-tosyl-α-D-galactopyranoside (34698-19-6) → methyl 3,4-O-isopropylidene-6-O-(p-toluenesulfonyl)-α-D-galactopyranoside (34698-20-9)

Guidance literature:

With iron(III) chloride; at 28 - 32 ℃; for 24h;

Reference yield: 64.0%

p-toluenesulfonyl chloride (98-59-9) + methyl 3,4-O-isopropylidene-α-D-galactopyranoside (40269-01-0) → methyl 3,4-O-isopropylidene-6-O-(p-toluenesulfonyl)-α-D-galactopyranoside (34698-20-9)

Guidance literature:

With pyridine; at 0 - 20 ℃;

DOI:10.1016/j.ejmech.2008.05.001

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → methyl 3,4-O-isopropylidene-6-O-(p-toluenesulfonyl)-α-D-galactopyranoside (34698-20-9)

Guidance literature:

With pyridine;

DOI:10.1021/ja01523a056

upstream raw materials:

acetone

methyl 6-O-tosyl-α-D-galactopyranoside

p-toluenesulfonyl chloride

methyl α-D-galactopyranoside

Downstream raw materials:

((3aS,4R,6S,7R,7aS)-7-(carbamoyloxy)-6-methoxy-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-4-yl)methyl 4-methylbenzenesulfonate

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