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

Base Information

• Chemical Name: 4-O-acetyl-3,6-di-O-allyl-2-O-benzyl-α-D-mannopyranosyl bromide
• CAS No.: 102728-52-9
• Molecular Formula: C₂₁H₂₇BrO₆
• Molecular Weight: 455.346
• Mol file: 102728-52-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 7 articles about 4-O-acetyl-3,6-di-O-allyl-2-O-benzyl-α-D-mannopyranosyl bromide 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:

4-O-acetyl-3,6-di-O-allyl-2-O-benzyl-D-mannopyranosyl p-nitrobenzoate (129354-03-6,129354-04-7) → 4-O-acetyl-3,6-di-O-allyl-2-O-benzyl-α-D-mannopyranosyl bromide (102728-52-9)

Guidance literature:

With hydrogen bromide; In dichloromethane; at 0 ℃; for 0.333333h;

DOI:10.1016/0008-6215(90)84222-G

Reference yield:

1,4-Di-O-acetyl-3,6-di-O-allyl-2-O-benzyl-α-D-mannopyranose (102728-51-8) → 4-O-acetyl-3,6-di-O-allyl-2-O-benzyl-α-D-mannopyranosyl bromide (102728-52-9)

Guidance literature:

With hydrogen bromide; In dichloromethane; for 0.166667h; Yield given; Ambient temperature;

DOI:10.1016/0008-6215(85)85006-0

Reference yield:

methyl 3,6-di-O-allyl-α-D-mannopyranoside (67381-26-4) → 4-O-acetyl-3,6-di-O-allyl-2-O-benzyl-α-D-mannopyranosyl bromide (102728-52-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 48 percent / NaOH, tetrabutylammonium bromide / CH₂Cl₂ / 96 h / Ambient temperature

2: pyridine / 12 h / Ambient temperature

3: H₂SO₄, sodium acetate / acetic acid / 0.58 h / 0 °C

4: HBr / CH₂Cl₂ / 0.17 h / Ambient temperature

With sodium hydroxide; sulfuric acid; tetrabutylammomium bromide; hydrogen bromide; sodium acetate; In pyridine; dichloromethane; acetic acid;

DOI:10.1016/0008-6215(85)85006-0

upstream raw materials:

1,4-Di-O-acetyl-3,6-di-O-allyl-2-O-benzyl-α-D-mannopyranose

4-O-acetyl-3,6-di-O-allyl-2-O-benzyl-D-mannopyranosyl p-nitrobenzoate

methyl 3,6-di-O-allyl-α-D-mannopyranoside

Methyl-3,6-di-O-allyl-2-O-benzyl-α-D-mannopyranosid

Downstream raw materials:

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

Octyl-2-O-benzyl-β-D-mannopyranosid

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

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