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

Base Information

• Chemical Name: 2-deoxy-3,4,6-tri-O-benzyl-5-O-methyl-D-arabino-hexose diethyl dithioacetal
• CAS No.: 221005-65-8
• Molecular Formula: C₃₂H₄₂O₄S₂
• Molecular Weight: 554.815
• Mol file: 221005-65-8.mol

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about 2-deoxy-3,4,6-tri-O-benzyl-5-O-methyl-D-arabino-hexose diethyl dithioacetal 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:

methyl 2-deoxy-3,4,6-tris-O-(phenylmethyl)-α-D-arabino-hexopyranoside (74545-14-5) → 2-deoxy-3,4,6-tri-O-benzyl-5-O-methyl-D-arabino-hexose diethyl dithioacetal (221005-65-8)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 226 mg / NaH / dimethylformamide / 2 h

With hydrogenchloride; 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) + methyl iodide (74-88-4) → 2-deoxy-3,4,6-tri-O-benzyl-5-O-methyl-D-arabino-hexose diethyl dithioacetal (221005-65-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; for 2h;

DOI:10.1080/07328309908543976

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

upstream raw materials:

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

methyl iodide

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

Downstream raw materials:

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