2,3,4-tri-O-benzyl-1,5-dideoxy-1,5-[[N-(2R,3R)-2,4-O-benzylidene-2,4-dihydroxy-3-(sulfooxy)butyl]-(R)-episulfoniumylidene]xylitol inner salt

Base Information

• Chemical Name: 2,3,4-tri-O-benzyl-1,5-dideoxy-1,5-[[N-(2R,3R)-2,4-O-benzylidene-2,4-dihydroxy-3-(sulfooxy)butyl]-(R)-episulfoniumylidene]xylitol inner salt
• CAS No.: 791627-62-8
• Molecular Formula: C₃₇H₄₀O₉S₂
• Molecular Weight: 692.851
• Mol file: 791627-62-8.mol

Synonyms:2,3,4-tri-O-benzyl-1,5-dideoxy-1,5-[[N-(2R,3R)-2,4-O-benzylidene-2,4-dihydroxy-3-(sulfooxy)butyl]-(R)-episulfoniumylidene]xylitol inner salt

Chemical Property of 2,3,4-tri-O-benzyl-1,5-dideoxy-1,5-[[N-(2R,3R)-2,4-O-benzylidene-2,4-dihydroxy-3-(sulfooxy)butyl]-(R)-episulfoniumylidene]xylitol inner salt

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,4-tri-O-benzyl-1,5-dideoxy-1,5-[[N-(2R,3R)-2,4-O-benzylidene-2,4-dihydroxy-3-(sulfooxy)butyl]-(R)-episulfoniumylidene]xylitol inner salt

There total 3 articles about 2,3,4-tri-O-benzyl-1,5-dideoxy-1,5-[[N-(2R,3R)-2,4-O-benzylidene-2,4-dihydroxy-3-(sulfooxy)butyl]-(R)-episulfoniumylidene]xylitol inner salt 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:

2,4-O-benzylidene-D-erythritol-1,3-cyclic-sulfate (302579-06-2) + (3S,4S,5R)-3,4,5-tris(benzyloxy)tetrahydro-2H-thiopyran (791627-52-6) → 2,3,4-tri-O-benzyl-1,5-dideoxy-1,5-[[N-(2R,3R)-2,4-O-benzylidene-2,4-dihydroxy-3-(sulfooxy)butyl]-(S)-episulfoniumylidene]xylitol inner salt + 2,3,4-tri-O-benzyl-1,5-dideoxy-1,5-[[N-(2R,3R)-2,4-O-benzylidene-2,4-dihydroxy-3-(sulfooxy)butyl]-(R)-episulfoniumylidene]xylitol inner salt (791627-62-8)

Guidance literature:

With potassium carbonate; In various solvent(s); at 70 ℃;

DOI:10.1021/ja0482076

Reference yield:

benzyl bromide (100-39-0) → 2,3,4-tri-O-benzyl-1,5-dideoxy-1,5-[[N-(2R,3R)-2,4-O-benzylidene-2,4-dihydroxy-3-(sulfooxy)butyl]-(R)-episulfoniumylidene]xylitol inner salt (791627-62-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 1 h / cooling

1.2: 64 percent / dimethylformamide / 20 °C

2.1: K₂CO₃ / various solvent(s) / 70 °C

With sodium hydride; potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1021/ja0482076

Reference yield:

1,5-anhydro-5-thioxylitol (791846-15-6) → 2,3,4-tri-O-benzyl-1,5-dideoxy-1,5-[[N-(2R,3R)-2,4-O-benzylidene-2,4-dihydroxy-3-(sulfooxy)butyl]-(R)-episulfoniumylidene]xylitol inner salt (791627-62-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 1 h / cooling

1.2: 64 percent / dimethylformamide / 20 °C

2.1: K₂CO₃ / various solvent(s) / 70 °C

With sodium hydride; potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1021/ja0482076

upstream raw materials:

2,4-O-benzylidene-D-erythritol-1,3-cyclic-sulfate

(3S,4S,5R)-3,4,5-tris(benzyloxy)tetrahydro-2H-thiopyran

benzyl bromide

1,5-anhydro-5-thioxylitol