α/β-Phenyltri-O-acetyl-D-thioxylofuranoside

Base Information

• Chemical Name: α/β-Phenyltri-O-acetyl-D-thioxylofuranoside
• CAS No.: 151378-66-4
• Molecular Formula: C₁₇H₂₀O₇S
• Molecular Weight: 368.408
• Mol file: 151378-66-4.mol

Synonyms:α/β-Phenyltri-O-acetyl-D-thioxylofuranoside

Chemical Property of α/β-Phenyltri-O-acetyl-D-thioxylofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of α/β-Phenyltri-O-acetyl-D-thioxylofuranoside

There total 2 articles about α/β-Phenyltri-O-acetyl-D-thioxylofuranoside 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: 72.0%

thiophenol (108-98-5) + tetra-O-acetyl-D-xylofuranose (42927-46-8) → α/β-Phenyltri-O-acetyl-D-thioxylofuranoside (151378-66-4)

Guidance literature:

With zinc(II) chloride; In dichloromethane;

DOI:10.1021/ja00074a046

Reference yield:

tributyltin phenyl sulfide (17314-33-9) + tetra-O-acetyl-D-xylofuranose (42927-46-8) → α/β-Phenyltri-O-acetyl-D-thioxylofuranoside (151378-66-4)

Guidance literature:

tin(IV) chloride; In 1,2-dichloro-ethane; for 3h; Yield given; Ambient temperature;

Reference yield:

α/β-Phenyltri-O-acetyl-D-thioxylofuranoside (151378-66-4) → 1-deoxy-D-xylofuranose (53448-53-6)

Guidance literature:

Multi-step reaction with 2 steps

1: Bu₃SnH, AIBN / toluene / 110 °C

2: aq. NaOH

With sodium hydroxide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene;

DOI:10.1021/ja00074a046

upstream raw materials:

tributyltin phenyl sulfide

tetra-O-acetyl-D-xylofuranose

thiophenol

Downstream raw materials:

1-deoxy-D-xylofuranose

C₂₅H₂₅⁽²⁾HO₃

C₂₅H₂₅⁽²⁾HO₃

[2R-(2α,3α,4β)]-Tetrahydro-2-[[(4-methoxyphenyl)diphenylmethoxy]methyl]-3,4-furandiol

Refernces

• 1、 Kohata, Katsunori,Meguro, Hiroshi. "Anomeric Configuration Analysis-Extension of the Ring Oxygen Helicity Rule to Aromatic Glycofuranosides". . p. 2077 - 2086. Retrieved 2007/10/02.