3,4-di-O-benzyl-6-deoxy-α-L-arabino-hexopyranos-2-ulosyl bromide

Base Information

• Chemical Name: 3,4-di-O-benzyl-6-deoxy-α-L-arabino-hexopyranos-2-ulosyl bromide
• CAS No.: 194347-72-3
• Molecular Formula: C₂₀H₂₁BrO₄
• Molecular Weight: 405.288
• Mol file: 194347-72-3.mol

Synonyms:3,4-di-O-benzyl-6-deoxy-α-L-arabino-hexopyranos-2-ulosyl bromide

Chemical Property of 3,4-di-O-benzyl-6-deoxy-α-L-arabino-hexopyranos-2-ulosyl bromide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4-di-O-benzyl-6-deoxy-α-L-arabino-hexopyranos-2-ulosyl bromide

There total 1 articles about 3,4-di-O-benzyl-6-deoxy-α-L-arabino-hexopyranos-2-ulosyl 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: 87.0%

2-O-acetyl-1,5-anhydro-3,4-di-O-benzyl-6-deoxy-L-arabino-hex-1-enitol (194347-78-9) → 3,4-di-O-benzyl-6-deoxy-α-L-arabino-hexopyranos-2-ulosyl bromide (194347-72-3)

Guidance literature:

With N-Bromosuccinimide; In ethanol;

DOI:10.1016/S0040-4039(97)01225-2

Reference yield: 91.0%

isopropyl alcohol (67-63-0,8013-70-5) + 3,4-di-O-benzyl-6-deoxy-α-L-arabino-hexopyranos-2-ulosyl bromide (194347-72-3) → isopropyl 3,4-di-O-benzyl-6-deoxy-β-L-arabino-hexopyranosid-2-ulose (194347-81-4)

Guidance literature:

With 4 A molecular sieve; silver carbonate; In dichloromethane; at 20 ℃; for 0.333333h;

DOI:10.1002/ejoc.200300149

Reference yield:

3,4-di-O-benzyl-6-deoxy-α-L-arabino-hexopyranos-2-ulosyl bromide (194347-72-3) → isopropyl 3,4-di-O-benzyl-β-L-rhamnopyranoside

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / Ag₂CO₃; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.33 h / 20 °C

2: 81 percent / K-selectride / tetrahydrofuran / 0.02 h / -78 °C

With 4 A molecular sieve; potassium tri-sec-butyl-borohydride; silver carbonate; In tetrahydrofuran; dichloromethane;

DOI:10.1002/ejoc.200300149

upstream raw materials:

2-O-acetyl-1,5-anhydro-3,4-di-O-benzyl-6-deoxy-L-arabino-hex-1-enitol

Downstream raw materials:

isopropyl 3,4-di-O-benzyl-6-deoxy-β-L-arabino-hexopyranosid-2-ulose