methyl 3,4,6-tri-O-benzyl-2-O-(p-toluenesulfonyl)-α-D-mannopyranoside

Base Information

• Chemical Name: methyl 3,4,6-tri-O-benzyl-2-O-(p-toluenesulfonyl)-α-D-mannopyranoside
• CAS No.: 213313-54-3
• Molecular Formula: C₃₅H₃₈O₈S
• Molecular Weight: 618.748
• Mol file: 213313-54-3.mol

Synonyms:methyl 3,4,6-tri-O-benzyl-2-O-(p-toluenesulfonyl)-α-D-mannopyranoside

Chemical Property of methyl 3,4,6-tri-O-benzyl-2-O-(p-toluenesulfonyl)-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3,4,6-tri-O-benzyl-2-O-(p-toluenesulfonyl)-α-D-mannopyranoside

There total 2 articles about methyl 3,4,6-tri-O-benzyl-2-O-(p-toluenesulfonyl)-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: 97.0%

methyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside (20672-67-7) + p-toluenesulfonyl chloride (98-59-9) → methyl 3,4,6-tri-O-benzyl-2-O-(p-toluenesulfonyl)-α-D-mannopyranoside (213313-54-3)

Guidance literature:

With pyridine; at 50 ℃; for 24h;

DOI:10.1016/S0008-6215(00)00290-1

Reference yield:

(3aS,5R,6R,7S,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran → methyl 3,4,6-tri-O-benzyl-2-O-(p-toluenesulfonyl)-α-D-mannopyranoside (213313-54-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / H₂SO₄ / 3 h / Heating

2: 97 percent / pyridine / 24 h / 50 °C

With pyridine; sulfuric acid;

DOI:10.1016/S0008-6215(00)00290-1

Reference yield: 96.0%

acetic anhydride (108-24-7) + methyl 3,4,6-tri-O-benzyl-2-O-(p-toluenesulfonyl)-α-D-mannopyranoside (213313-54-3) → 1,6-di-O-acetyl-3,4-di-O-benzyl-2-O-(p-toluenesulfonyl)-α-D-mannopyranose (213313-55-4)

Guidance literature:

With sulfuric acid; In acetic acid; at 20 ℃; for 16h;

DOI:10.1016/S0008-6215(00)00290-1

upstream raw materials:

methyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside

p-toluenesulfonyl chloride

Downstream raw materials:

1,6-di-O-acetyl-3,4-di-O-benzyl-2-O-(p-toluenesulfonyl)-α-D-mannopyranose

6-O-acetyl-3,4-di-O-benzyl-2-O-(p-toluenesulfonyl)-α-D-mannopyranose