p-methylphenyl 3,4,6-tri-O-acetyl-2-(allyloxycarbonylamino)-2-deoxy-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: p-methylphenyl 3,4,6-tri-O-acetyl-2-(allyloxycarbonylamino)-2-deoxy-1-thio-β-D-glucopyranoside
• CAS No.: 949011-82-9
• Molecular Formula: C₂₃H₂₉NO₉S
• Molecular Weight: 495.551
• Mol file: 949011-82-9.mol

Synonyms:p-methylphenyl 3,4,6-tri-O-acetyl-2-(allyloxycarbonylamino)-2-deoxy-1-thio-β-D-glucopyranoside

Chemical Property of p-methylphenyl 3,4,6-tri-O-acetyl-2-(allyloxycarbonylamino)-2-deoxy-1-thio-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-methylphenyl 3,4,6-tri-O-acetyl-2-(allyloxycarbonylamino)-2-deoxy-1-thio-β-D-glucopyranoside

There total 1 articles about p-methylphenyl 3,4,6-tri-O-acetyl-2-(allyloxycarbonylamino)-2-deoxy-1-thio-β-D-glucopyranoside 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: 70.0%

1,3,4,6-tetra-O-acetyl-2-deoxy-2-(allyloxycarbonylamino)-β-D-glucopyranose (112929-24-5,112929-25-6) + para-thiocresol (106-45-6) → p-methylphenyl 3,4,6-tri-O-acetyl-2-(allyloxycarbonylamino)-2-deoxy-1-thio-β-D-glucopyranoside (949011-82-9)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1002/ejoc.200700048

Reference yield:

p-methylphenyl 3,4,6-tri-O-acetyl-2-(allyloxycarbonylamino)-2-deoxy-1-thio-β-D-glucopyranoside (949011-82-9) → C17H23NO6S (949011-84-1)

Guidance literature:

With potassium tert-butylate; In methanol; dichloromethane; at 20 ℃;

DOI:10.1002/ejoc.200700048

Reference yield:

p-methylphenyl 3,4,6-tri-O-acetyl-2-(allyloxycarbonylamino)-2-deoxy-1-thio-β-D-glucopyranoside (949011-82-9) → p-methylphenyl 2-(allyloxycarbonylamino)-3,6-di-O-benzoyl-2-deoxy-1-thio-β-D-glucopyranoside (949011-86-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium tert-butoxide / methanol; CH₂Cl₂ / 20 °C

2: 55 percent / 4-(dimethylamino)pyridine; pyridine / CH₂Cl₂ / 120 h / Heating

With pyridine; dmap; potassium tert-butylate; In methanol; dichloromethane;

DOI:10.1002/ejoc.200700048

upstream raw materials:

1,3,4,6-tetra-O-acetyl-2-deoxy-2-(allyloxycarbonylamino)-β-D-glucopyranose

para-thiocresol

Downstream raw materials:

C₁₇H₂₃NO₆S

p-methylphenyl 2-(allyloxycarbonylamino)-3,6-di-O-benzoyl-2-deoxy-1-thio-β-D-glucopyranoside