(2-methyl-5-tert-butylphenyl) 3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thia-α-D-mannopyranoside

Base Information

• Chemical Name: (2-methyl-5-tert-butylphenyl) 3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thia-α-D-mannopyranoside
• CAS No.: 1442422-45-8
• Molecular Formula: C₂₃H₃₆O₇S
• Molecular Weight: 456.601
• Mol file: 1442422-45-8.mol

Synonyms:(2-methyl-5-tert-butylphenyl) 3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thia-α-D-mannopyranoside

Chemical Property of (2-methyl-5-tert-butylphenyl) 3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thia-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2-methyl-5-tert-butylphenyl) 3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thia-α-D-mannopyranoside

There total 4 articles about (2-methyl-5-tert-butylphenyl) 3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thia-α-D-mannopyranoside 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: 78.0%

(2-methyl-5-tert-butylphenyl) 1-thio-α-D-mannopyranoside (1361016-58-1) + dimethylglyoxal (431-03-8) + trimethyl orthoformate (149-73-5) → (2-methyl-5-tert-butylphenyl) 3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thia-α-D-mannopyranoside (1442422-45-8)

Guidance literature:

With camphor-10-sulfonic acid; In methanol; for 8h; Reflux; Inert atmosphere;

DOI:10.1016/j.tet.2013.04.094

Reference yield:

(2-methyl-5-tert-butylphenyl) 2,3,4,6-tetra-O-acetyl-1-thia-α-D-mannopyranoside (1379519-57-9) → (2-methyl-5-tert-butylphenyl) 3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thia-α-D-mannopyranoside (1442422-45-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium methylate / methanol / 20 °C / Inert atmosphere

2: camphor-10-sulfonic acid / methanol / 8 h / Reflux; Inert atmosphere

With camphor-10-sulfonic acid; sodium methylate; In methanol;

DOI:10.1016/j.tet.2013.04.094

Reference yield:

per-O-acetyl-α-D-mannopyranose (4163-65-9) → (2-methyl-5-tert-butylphenyl) 3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thia-α-D-mannopyranoside (1442422-45-8)

Guidance literature:

Multi-step reaction with 3 steps

1: boron trifluoride diethyl etherate / dichloromethane / -78 - 20 °C / Inert atmosphere

2: sodium methylate / methanol / 20 °C / Inert atmosphere

3: camphor-10-sulfonic acid / methanol / 8 h / Reflux; Inert atmosphere

With camphor-10-sulfonic acid; boron trifluoride diethyl etherate; sodium methylate; In methanol; dichloromethane;

DOI:10.1016/j.tet.2013.04.094

upstream raw materials:

(2-methyl-5-tert-butylphenyl) 2,3,4,6-tetra-O-acetyl-1-thia-α-D-mannopyranoside

(2-methyl-5-tert-butylphenyl) 1-thio-α-D-mannopyranoside

dimethylglyoxal

trimethyl orthoformate

Downstream raw materials:

(2-methyl-5-tert-butylphenyl) 2-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thia-α-D-mannopyranoside

C₃₂H₄₄O₇S

C₃₂H₄₄O₇S