2,3,5-tri-O-benzyl-1,4-dideoxy-1,4-[[(2'S,3'S)-2',4'-O-benzylidene-3'-(sulfooxy)butyl]-episulfoniumylidene]-D-xylitol

Base Information

• Chemical Name: 2,3,5-tri-O-benzyl-1,4-dideoxy-1,4-[[(2'S,3'S)-2',4'-O-benzylidene-3'-(sulfooxy)butyl]-episulfoniumylidene]-D-xylitol
• CAS No.: 495387-55-8
• Molecular Formula: C₃₇H₄₀O₉S₂
• Molecular Weight: 692.851
• Mol file: 495387-55-8.mol

Synonyms:2,3,5-tri-O-benzyl-1,4-dideoxy-1,4-[[(2'S,3'S)-2',4'-O-benzylidene-3'-(sulfooxy)butyl]-episulfoniumylidene]-D-xylitol

Chemical Property of 2,3,5-tri-O-benzyl-1,4-dideoxy-1,4-[[(2'S,3'S)-2',4'-O-benzylidene-3'-(sulfooxy)butyl]-episulfoniumylidene]-D-xylitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,5-tri-O-benzyl-1,4-dideoxy-1,4-[[(2'S,3'S)-2',4'-O-benzylidene-3'-(sulfooxy)butyl]-episulfoniumylidene]-D-xylitol

There total 3 articles about 2,3,5-tri-O-benzyl-1,4-dideoxy-1,4-[[(2'S,3'S)-2',4'-O-benzylidene-3'-(sulfooxy)butyl]-episulfoniumylidene]-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: 72.0%

2,4-O-benzylidene-L-erythritol-1,3-cyclic sulfate + 1,4-anhydro-2,3,5-tri-O-benzyl-4-thio-D-xylitol (495387-54-7) → 2,3,5-tri-O-benzyl-1,4-dideoxy-1,4-[[(2'S,3'S)-2',4'-O-benzylidene-3'-(sulfooxy)butyl]-episulfoniumylidene]-D-xylitol (495387-55-8)

Guidance literature:

With potassium carbonate; In acetone; at 60 - 70 ℃;

DOI:10.1139/v02-078

Reference yield:

(2S,3S,4S)-2,3,5-tri-O-benzyl-pentane-1,4-diol → 2,3,5-tri-O-benzyl-1,4-dideoxy-1,4-[[(2'S,3'S)-2',4'-O-benzylidene-3'-(sulfooxy)butyl]-episulfoniumylidene]-D-xylitol (495387-55-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / pyridine / 0 °C

2: 95 percent / Na₂S*H₂O / dimethylformamide / 100 °C

3: 72 percent / K₂CO₃ / acetone / 60 - 70 °C

With pyridine; sodium sulfide; potassium carbonate; In N,N-dimethyl-formamide; acetone;

DOI:10.1139/v02-078

Reference yield:

2,3,5-tri-O-benzyl-1,4-di-O-methanesulfonyl-L-arabinitol (495387-53-6) → 2,3,5-tri-O-benzyl-1,4-dideoxy-1,4-[[(2'S,3'S)-2',4'-O-benzylidene-3'-(sulfooxy)butyl]-episulfoniumylidene]-D-xylitol (495387-55-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / Na₂S*H₂O / dimethylformamide / 100 °C

2: 72 percent / K₂CO₃ / acetone / 60 - 70 °C

With sodium sulfide; potassium carbonate; In N,N-dimethyl-formamide; acetone;

DOI:10.1139/v02-078

upstream raw materials:

1,4-anhydro-2,3,5-tri-O-benzyl-4-thio-D-xylitol

2,3,5-tri-O-benzyl-1,4-di-O-methanesulfonyl-L-arabinitol