Octyl-3,6-di-O-allyl-2-O-benzyl-4-O-methyl-β-D-mannopyranosid

Base Information

• Chemical Name: Octyl-3,6-di-O-allyl-2-O-benzyl-4-O-methyl-β-D-mannopyranosid
• CAS No.: 139493-95-1
• Molecular Formula: C₂₈H₄₄O₆
• Molecular Weight: 476.654
• Mol file: 139493-95-1.mol

Synonyms:

Chemical Property of Octyl-3,6-di-O-allyl-2-O-benzyl-4-O-methyl-β-D-mannopyranosid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Octyl-3,6-di-O-allyl-2-O-benzyl-4-O-methyl-β-D-mannopyranosid

There total 2 articles about Octyl-3,6-di-O-allyl-2-O-benzyl-4-O-methyl-β-D-mannopyranosid 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:

Octyl-4-O-acetyl-3,6-di-O-allyl-2-O-benzyl-β-D-mannopyranosid (139493-93-9) → Octyl-3,6-di-O-allyl-2-O-benzyl-4-O-methyl-β-D-mannopyranosid (139493-95-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / NH₃ / methanol / 24 h

2: 1) NaH / 1) DMF, 15 min, 2) 2.5 h

With ammonia; sodium hydride; In methanol;

Reference yield:

Octyl-3,6-di-O-allyl-2-O-benzyl-β-D-mannopyranosid (139493-94-0) + methyl iodide (74-88-4) → Octyl-3,6-di-O-allyl-2-O-benzyl-4-O-methyl-β-D-mannopyranosid (139493-95-1)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1) DMF, 15 min, 2) 2.5 h;

Reference yield:

Octyl-3,6-di-O-allyl-2-O-benzyl-4-O-methyl-β-D-mannopyranosid (139493-95-1) → Octyl-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)-(1->3)-O-<(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->6)>-2-O-benzyl-4-O-methyl-β-D-mannopyranosid (139523-74-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 2) HgCl₂, HgO / 1) 2)2>PF₆, H₂ / 1) THF, 10 min, r.t., 2) acetone, water, 30 min

2: 55 percent / TMSOTf, 3A molecular sieves / CH₂Cl₂ / 2 h / Ambient temperature

3: 90 percent / TMSOTf, 3A molecular sieves / CH₂Cl₂ / 2 h / Ambient temperature

With trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; mercury dichloride; mercury(II) oxide; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; hydrogen; In dichloromethane;

upstream raw materials:

Octyl-3,6-di-O-allyl-2-O-benzyl-β-D-mannopyranosid

methyl iodide

Octyl-4-O-acetyl-3,6-di-O-allyl-2-O-benzyl-β-D-mannopyranosid

Downstream raw materials:

Octyl-2-O-benzyl-4-O-methyl-β-D-mannopyranosid

Octyl-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)-(1->3)-O-<(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->6)>-2-O-benzyl-4-O-methyl-β-D-mannopyranosid

Octyl-2-O-benzyl-6-O-tert-butyldiphenylsilyl-4-O-methyl-β-D-mannopyranosid

Octyl-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->6)-2-O-benzyl-4-O-methyl-β-D-mannopyranoside