Methyl 4,6-O-Benzylidene-α-D-manno-pyranoside 2,3-Cyclic Sulfite

Base Information

• Chemical Name: Methyl 4,6-O-Benzylidene-α-D-manno-pyranoside 2,3-Cyclic Sulfite
• CAS No.: 86747-78-6
• Molecular Formula: C₁₄H₁₆O₇S
• Molecular Weight: 328.343
• Mol file: 86747-78-6.mol

Synonyms:

Chemical Property of Methyl 4,6-O-Benzylidene-α-D-manno-pyranoside 2,3-Cyclic Sulfite

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl 4,6-O-Benzylidene-α-D-manno-pyranoside 2,3-Cyclic Sulfite

There total 1 articles about Methyl 4,6-O-Benzylidene-α-D-manno-pyranoside 2,3-Cyclic Sulfite 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%

(4aR,6S,7S,8R,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol (4148-58-7) → Methyl 4,6-O-Benzylidene-α-D-manno-pyranoside 2,3-Cyclic Sulfite (86747-78-6,86747-79-7,86747-80-0,86747-81-1,96092-83-0)

Guidance literature:

With thionyl chloride; In pyridine; tetrachloromethane; at 0 ℃; for 2h;

DOI:10.1021/jo00168a026

Reference yield:

Methyl 4,6-O-Benzylidene-α-D-manno-pyranoside 2,3-Cyclic Sulfite (86747-78-6,86747-79-7,86747-80-0,86747-81-1,96092-83-0) → (4aR,6S,7S,8R,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol (4148-58-7)

Guidance literature:

With tetramethylammonium fluoride; In acetonitrile; for 1h; Heating;

DOI:10.1021/jo00168a026

Reference yield:

Methyl 4,6-O-Benzylidene-α-D-manno-pyranoside 2,3-Cyclic Sulfite (86747-78-6,86747-79-7,86747-80-0,86747-81-1,96092-83-0) → 4,6-O-Benzylidene-1,2-dideoxy-D-erythro-hex-1-enopyranos-3-ulose (23346-01-2)

Guidance literature:

Multi-step reaction with 3 steps

1: Tetramethylammonium fluoride / acetonitrile / 1 h / Heating

2: 2.1 g / Sulfuryl chloride/triethylamine / ethyl acetate / 2 h / dry argon

3: 110 mg / Tetramethylammonium fluoride / acetonitrile / 3 h / Heating

With sulfuryl dichloride; tetramethylammonium fluoride; triethylamine; In ethyl acetate; acetonitrile;

DOI:10.1021/jo00168a026

upstream raw materials:

(4aR,6S,7S,8R,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Downstream raw materials:

(4aR,6S,7S,8R,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

4,6-O-Benzylidene-1,2-dideoxy-D-erythro-hex-1-enopyranos-3-ulose

Methyl 4,6-O-benzylidene-α-D-mannopyranoside-2,3-O-disulfuryl chloride

Methyl 4,6-O-Benzylidene-α-D-manno-pyranoside 2,3-Cyclic Sulfate