3,4,6-tri-O-benzyl-2-deoxy-5-O-methyl-D-arabino-hexose dimethyl acetal

Base Information

• Chemical Name: 3,4,6-tri-O-benzyl-2-deoxy-5-O-methyl-D-arabino-hexose dimethyl acetal
• CAS No.: 221005-58-9
• Molecular Formula: C₃₀H₃₈O₆
• Molecular Weight: 494.628
• Mol file: 221005-58-9.mol

Synonyms:

Chemical Property of 3,4,6-tri-O-benzyl-2-deoxy-5-O-methyl-D-arabino-hexose dimethyl acetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4,6-tri-O-benzyl-2-deoxy-5-O-methyl-D-arabino-hexose dimethyl acetal

There total 3 articles about 3,4,6-tri-O-benzyl-2-deoxy-5-O-methyl-D-arabino-hexose dimethyl acetal 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: 59.0%

methanol (67-56-1) + 2-deoxy-3,4,6-tri-O-benzyl-5-O-methyl-D-arabino-hexose diethyl dithioacetal (221005-65-8) → 3,4,6-tri-O-benzyl-2-deoxy-5-O-methyl-D-arabino-hexose dimethyl acetal (221005-58-9)

Guidance literature:

With N-iodo-succinimide; for 0.0833333h;

DOI:10.1080/07328309908543976

Reference yield:

methyl 2-deoxy-3,4,6-tris-O-(phenylmethyl)-α-D-arabino-hexopyranoside (74545-14-5) → 3,4,6-tri-O-benzyl-2-deoxy-5-O-methyl-D-arabino-hexose dimethyl acetal (221005-58-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 7 percent / aq. HCl / 24 h / Ambient temperature

2: 226 mg / NaH / dimethylformamide / 2 h

3: 59 percent / N-iodosuccinimide / 0.08 h

With hydrogenchloride; N-iodo-succinimide; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1080/07328309908543976

Reference yield:

3,4,6-tri-O-benzyl-2-deoxy-α-D-arabino-hexose diethyl dithioacetal (221005-56-7) → 3,4,6-tri-O-benzyl-2-deoxy-5-O-methyl-D-arabino-hexose dimethyl acetal (221005-58-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 226 mg / NaH / dimethylformamide / 2 h

2: 59 percent / N-iodosuccinimide / 0.08 h

With N-iodo-succinimide; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1080/07328309908543976

upstream raw materials:

methanol

2-deoxy-3,4,6-tri-O-benzyl-5-O-methyl-D-arabino-hexose diethyl dithioacetal

methyl 2-deoxy-3,4,6-tris-O-(phenylmethyl)-α-D-arabino-hexopyranoside

3,4,6-tri-O-benzyl-2-deoxy-α-D-arabino-hexose diethyl dithioacetal