beta-D-xylo-Hexopyranose, 1,6-anhydro-4-deoxy-, 2-(4-methylbenzenesulfonate)

Base Information

• Chemical Name: beta-D-xylo-Hexopyranose, 1,6-anhydro-4-deoxy-, 2-(4-methylbenzenesulfonate)
• CAS No.: 23643-30-3
• Molecular Formula: C₁₃H₁₆O₆S
• Molecular Weight: 300.332
• DSSTox Substance ID: DTXSID501146460

Synonyms:DTXSID501146460;beta-D-xylo-Hexopyranose, 1,6-anhydro-4-deoxy-, 2-(4-methylbenzenesulfonate);23643-30-3

Chemical Property of beta-D-xylo-Hexopyranose, 1,6-anhydro-4-deoxy-, 2-(4-methylbenzenesulfonate)

Chemical Property:

• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 300.06675940
• Heavy Atom Count: 20
• Complexity: 436

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OC2C(CC3COC2O3)O
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)O[C@@H]2[C@H](C[C@H]3CO[C@@H]2O3)O

Technology Process of beta-D-xylo-Hexopyranose, 1,6-anhydro-4-deoxy-, 2-(4-methylbenzenesulfonate)

There total 3 articles about beta-D-xylo-Hexopyranose, 1,6-anhydro-4-deoxy-, 2-(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: 96.0%

1,6:3,4-dianhydro-2-O-tosyl-D-galactose (6167-32-4) → 1,6-anhydro-4-deoxy-2-O-p-toluenesulphonyl-β-D-xylo-hexopyranose (23643-30-3)

Guidance literature:

With sodium tetrahydroborate; boron trifluoride diethyl etherate; In 1,2-dimethoxyethane; for 20h; Ambient temperature;

DOI:10.1016/0008-6215(94)84203-5

Reference yield:

1,6-anhydro-4-deoxy-4-iodo-2-O-p-toluenesulfonyl-β-D-galactopyranose (55639-81-1) → 1,6-anhydro-4-deoxy-2-O-p-toluenesulphonyl-β-D-xylo-hexopyranose (23643-30-3)

Guidance literature:

With hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In ethanol; at 40 - 60 ℃; for 48h;

Reference yield:

→ 1,6-anhydro-4-deoxy-2-O-p-toluenesulphonyl-β-D-xylo-hexopyranose (23643-30-3)

Guidance literature:

Pyranose III, Ni/H2;

DOI:10.1007/BF00926307

upstream raw materials:

1,6:3,4-dianhydro-2-O-tosyl-D-galactose

1,6-anhydro-4-deoxy-4-iodo-2-O-p-toluenesulfonyl-β-D-galactopyranose

Downstream raw materials:

1,6-anhydro-4-deoxy-2-O-p-toluenesulphonyl-3-O-trimethylsilyl-β-D-glucopyranose

3-O-acetyl-1,6-anhydro-4-deoxy-2-O-tosyl-β-D-xylopyranose

1,3,6-tri-O-acetyl-4-deoxy-2-O-tosyl-α-D-xylopyranose

1,6-anhydro-3-O-(N-benzylcarbamoyl)-4-deoxy-2-O-p-toluensulfonyl-β-D-xylo-hexopyranose

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