1,4-di-O-methanesulfonyl-2,3,5-tri-O-benzyl-D-xylitol

Base Information

• Chemical Name: 1,4-di-O-methanesulfonyl-2,3,5-tri-O-benzyl-D-xylitol
• CAS No.: 100806-53-9
• Molecular Formula: C₂₈H₃₄O₉S₂
• Molecular Weight: 578.705
• Mol file: 100806-53-9.mol

Synonyms:1,4-di-O-methanesulfonyl-2,3,5-tri-O-benzyl-D-xylitol

Chemical Property of 1,4-di-O-methanesulfonyl-2,3,5-tri-O-benzyl-D-xylitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,4-di-O-methanesulfonyl-2,3,5-tri-O-benzyl-D-xylitol

There total 12 articles about 1,4-di-O-methanesulfonyl-2,3,5-tri-O-benzyl-D-xylitol 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%

2,3,5-tri-O-benzyl-D-xylitol (100896-16-0) + methanesulfonyl chloride (124-63-0) → 1,4-di-O-methanesulfonyl-2,3,5-tri-O-benzyl-D-xylitol (100806-53-9)

Guidance literature:

In pyridine; at 0 ℃; for 3h;

DOI:10.1016/S0040-4020(01)88174-6

Reference yield:

Methyl 3,5-O-Isopropylidene-α-D-xylofuranoside (7045-40-1) → 1,4-di-O-methanesulfonyl-2,3,5-tri-O-benzyl-D-xylitol (100806-53-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / acetic acid, water / 12 h / Ambient temperature

2: 63 percent / silver(I) oxide / dimethylformamide / 24 h / Ambient temperature

3: 1.) 50percent trifluoroacetic acid, 2.) sodium borohydride / 1.) water, 50 deg C, 1 h, 2.) ethanol, 0 deg C, 15 min

4: 96 percent / pyridine / 3 h / 0 °C

With sodium tetrahydroborate; water; acetic acid; trifluoroacetic acid; silver(l) oxide; In pyridine; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)88174-6

Reference yield:

methyl 3-O-benzyl-3,5-O-isopropylidene-α-D-xylofuranoside (51755-00-1) → 1,4-di-O-methanesulfonyl-2,3,5-tri-O-benzyl-D-xylitol (100806-53-9)

Guidance literature:

Multi-step reaction with 5 steps

1: Dowex 50W-8x resin H⁽¹⁺⁾ form

2: NaH / tetrabutyl ammonium iodide / tetrahydrofuran

3: CF₃COOH/H₂O

4: NaBH₄ / ethanol / 1 h / Ambient temperature

5: 90 percent / pyridine

With pyridine; sodium tetrahydroborate; Dowex 50W-8x resin H⁽¹⁺⁾ form; water; sodium hydride; trifluoroacetic acid; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; ethanol;

DOI:10.1016/S0040-4039(00)98636-2

upstream raw materials:

2,3,5-tri-O-benzyl-D-xylitol

methanesulfonyl chloride

D-Xylose

methyl xylofuranoside

Downstream raw materials:

1-azido-1-deoxy-4-O-methanesulphonyl-2,3,5-tri-O-benzyl-D-xylitol

2,3,5-tri-O-benzyl-1,4-dideoxy-1,4-epithio-L-arabinitol

C₂₉H₃₃NO₃

1-O-acetyl-2,3,5-tri-O-benzyl-4-thio-α,β-L-arabinofuranose