Octyl-O-(3,4,6-tri-O-acetyl-2-deoxy-2-iodo-α-D-mannopyranosyl)-(1->3)-2-O-benzyl-β-D-mannopyranosid

Base Information

• Chemical Name: Octyl-O-(3,4,6-tri-O-acetyl-2-deoxy-2-iodo-α-D-mannopyranosyl)-(1->3)-2-O-benzyl-β-D-mannopyranosid
• CAS No.: 146579-72-8
• Molecular Formula: C₃₃H₄₉IO₁₃
• Molecular Weight: 780.649
• Mol file: 146579-72-8.mol

Synonyms:Octyl-O-(3,4,6-tri-O-acetyl-2-deoxy-2-iodo-α-D-mannopyranosyl)-(1->3)-2-O-benzyl-β-D-mannopyranosid

Chemical Property of Octyl-O-(3,4,6-tri-O-acetyl-2-deoxy-2-iodo-α-D-mannopyranosyl)-(1->3)-2-O-benzyl-β-D-mannopyranosid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Octyl-O-(3,4,6-tri-O-acetyl-2-deoxy-2-iodo-α-D-mannopyranosyl)-(1->3)-2-O-benzyl-β-D-mannopyranosid

There total 7 articles about Octyl-O-(3,4,6-tri-O-acetyl-2-deoxy-2-iodo-α-D-mannopyranosyl)-(1->3)-2-O-benzyl-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: 96.0%

Octyl-O-(3,4,6-tri-O-acetyl-2-deoxy-2-iodo-α-D-mannopyranosyl)-(1->3)-2-O-benzyl-4,6-isopropyliden-β-D-mannopyranosid (146579-71-7) → Octyl-O-(3,4,6-tri-O-acetyl-2-deoxy-2-iodo-α-D-mannopyranosyl)-(1->3)-2-O-benzyl-β-D-mannopyranosid (146579-72-8)

Guidance literature:

With acetic acid; for 3h; Ambient temperature;

DOI:10.1016/0008-6215(92)85006-L

Reference yield:

octanol (111-87-5) → Octyl-O-(3,4,6-tri-O-acetyl-2-deoxy-2-iodo-α-D-mannopyranosyl)-(1->3)-2-O-benzyl-β-D-mannopyranosid (146579-72-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 85 percent / silver acetate, molecular sieves 4 A

2: 2) HgO, HgCl₂ / 2)2>PF₆ / 1.) THF, r.t. 10 min., 2.) H₂O, acetone, 5 min.

3: NH₃/CH₃OH / 2 h / Ambient temperature

4: 4-toluenesulfonic acid / dimethylformamide / 0.33 h

5: 59 percent / I(2,4,6-trimethylpyridine)2ClO₄ / CH₂Cl₂ / 1.5 h / Ambient temperature

6: 96 percent / 80percent acetic acid / 3 h / Ambient temperature

With methanol; iodonium(di-γ-collidine) perchlorate; 4 A molecular sieve; ammonia; silver(I) acetate; toluene-4-sulfonic acid; acetic acid; mercury dichloride; mercury(II) oxide; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(92)85006-L

Reference yield:

4-O-acetyl-3,6-di-O-allyl-2-O-benzyl-α-D-mannopyranosyl bromide (102728-52-9) → Octyl-O-(3,4,6-tri-O-acetyl-2-deoxy-2-iodo-α-D-mannopyranosyl)-(1->3)-2-O-benzyl-β-D-mannopyranosid (146579-72-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 85 percent / silver acetate, molecular sieves 4 A

2: 2) HgO, HgCl₂ / 2)2>PF₆ / 1.) THF, r.t. 10 min., 2.) H₂O, acetone, 5 min.

3: NH₃/CH₃OH / 2 h / Ambient temperature

4: 4-toluenesulfonic acid / dimethylformamide / 0.33 h

5: 59 percent / I(2,4,6-trimethylpyridine)2ClO₄ / CH₂Cl₂ / 1.5 h / Ambient temperature

6: 96 percent / 80percent acetic acid / 3 h / Ambient temperature

With methanol; iodonium(di-γ-collidine) perchlorate; 4 A molecular sieve; ammonia; silver(I) acetate; toluene-4-sulfonic acid; acetic acid; mercury dichloride; mercury(II) oxide; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(92)85006-L

upstream raw materials:

Octyl-O-(3,4,6-tri-O-acetyl-2-deoxy-2-iodo-α-D-mannopyranosyl)-(1->3)-2-O-benzyl-4,6-isopropyliden-β-D-mannopyranosid

octanol

4-O-acetyl-3,6-di-O-allyl-2-O-benzyl-α-D-mannopyranosyl bromide

Octyl-2-O-benzyl-4,6-O-isopropyliden-β-D-mannopyranosid