benzyl 3,4-di-O-acetyl-2,6-dibromo-2,6-dideoxy-β-D-glucopyranoside

Base Information

• Chemical Name: benzyl 3,4-di-O-acetyl-2,6-dibromo-2,6-dideoxy-β-D-glucopyranoside
• CAS No.: 92611-20-6
• Molecular Formula: C₁₇H₂₀Br₂O₆
• Molecular Weight: 480.15
• Mol file: 92611-20-6.mol

Synonyms:benzyl 3,4-di-O-acetyl-2,6-dibromo-2,6-dideoxy-β-D-glucopyranoside

Chemical Property of benzyl 3,4-di-O-acetyl-2,6-dibromo-2,6-dideoxy-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of benzyl 3,4-di-O-acetyl-2,6-dibromo-2,6-dideoxy-β-D-glucopyranoside

There total 2 articles about benzyl 3,4-di-O-acetyl-2,6-dibromo-2,6-dideoxy-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: 47.0%

3,4-di-O-acetyl-2,6-dibromo-2,6-dideoxy-α-D-glucopyranosyl bromide (78138-31-5) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 3,4-di-O-acetyl-2,6-dibromo-2,6-dideoxy-β-D-glucopyranoside (92611-20-6)

Guidance literature:

With silver silicate; 4 A molecular sieve; In dichloromethane; at -20 ℃; for 2h;

DOI:10.1016/0008-6215(84)85275-1

Reference yield: 33.0%

3,4-di-O-acetyl-2,6-dibromo-2,6-dideoxy-α-D-glucopyranosyl bromide (78138-31-5) + benzyl alcohol (100-51-6,185532-71-2) → 3,4-di-O-acetyl-1,5-anhydro-2,6-dibromo-2,6-dideoxy-D-arabino-hex-1-enitol (90763-11-4) + 1,3,4-tri-O-acetyl-2,6-dibromo-2,6-dideoxy-α-D-glucopyranose (78138-27-9,78184-99-3,135684-09-2) + benzyl 3,4-di-O-acetyl-2,6-dibromo-2,6-dideoxy-β-D-glucopyranoside (92611-20-6) + benzyl 3,4-di-O-acetyl-2,6-dibromo-2,6-dideoxy-α-D-glucopyranoside (92611-21-7)

Guidance literature:

With 2,4,6-trimethyl-pyridine; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; at -70 ℃;

DOI:10.1016/0008-6215(84)85275-1

Reference yield: 89.0%

benzyl 3,4-di-O-acetyl-2,6-dibromo-2,6-dideoxy-β-D-glucopyranoside (92611-20-6) → Acetic acid (2R,3R,4R,6R)-3-acetoxy-6-benzyloxy-2-methyl-tetrahydro-pyran-4-yl ester (90762-87-1)

Guidance literature:

With azobisisobutyronitrile; tri-n-butyl-tin hydride; In toluene; at 70 ℃; for 3h;

DOI:10.1016/0008-6215(84)85275-1

upstream raw materials:

3,4-di-O-acetyl-2,6-dibromo-2,6-dideoxy-α-D-glucopyranosyl bromide

benzyl alcohol

Downstream raw materials:

Acetic acid (2R,3R,4R,6R)-3-acetoxy-6-benzyloxy-2-methyl-tetrahydro-pyran-4-yl ester