1,3,5-trimethoxy-2-(2,3,4-tri-O-acetyl-6-desoxy-6-iodo-β-D-glucopyranosyl)benzene

Base Information

• Chemical Name: 1,3,5-trimethoxy-2-(2,3,4-tri-O-acetyl-6-desoxy-6-iodo-β-D-glucopyranosyl)benzene
• CAS No.: 891783-14-5
• Molecular Formula: C₂₁H₂₇IO₁₀
• Molecular Weight: 566.344

Synonyms:1,3,5-trimethoxy-2-(2,3,4-tri-O-acetyl-6-desoxy-6-iodo-β-D-glucopyranosyl)benzene

Chemical Property of 1,3,5-trimethoxy-2-(2,3,4-tri-O-acetyl-6-desoxy-6-iodo-β-D-glucopyranosyl)benzene

Chemical Property:

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Technology Process of 1,3,5-trimethoxy-2-(2,3,4-tri-O-acetyl-6-desoxy-6-iodo-β-D-glucopyranosyl)benzene

There total 5 articles about 1,3,5-trimethoxy-2-(2,3,4-tri-O-acetyl-6-desoxy-6-iodo-β-D-glucopyranosyl)benzene 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:

2,4,6-Trimethoxy-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)benzene (86762-94-9) → 1,3,5-trimethoxy-2-(2,3,4-tri-O-acetyl-6-desoxy-6-iodo-β-D-glucopyranosyl)benzene (891783-14-5)

Guidance literature:

Multi-step reaction with 3 steps

1: Na; MeOH / 5 h / 20 °C

2: I₂; PPh₃ / dimethylformamide / 0.75 h / 20 °C

3: 3.32 g / pyridine / 3 h / 20 °C

With pyridine; methanol; iodine; sodium; triphenylphosphine; In N,N-dimethyl-formamide;

DOI:10.3390/10080843

Reference yield:

β-D-glucopyranosyl-2,4,6-trimethoxybenzene (89648-16-8) → 1,3,5-trimethoxy-2-(2,3,4-tri-O-acetyl-6-desoxy-6-iodo-β-D-glucopyranosyl)benzene (891783-14-5)

Guidance literature:

Multi-step reaction with 2 steps

1: I₂; PPh₃ / dimethylformamide / 0.75 h / 20 °C

2: 3.32 g / pyridine / 3 h / 20 °C

With pyridine; iodine; triphenylphosphine; In N,N-dimethyl-formamide;

DOI:10.3390/10080843

Reference yield:

acetic anhydride (108-24-7) + (2S,3S,4R,5R,6S)-2-Iodomethyl-6-(2,4,6-trimethoxy-phenyl)-tetrahydro-pyran-3,4,5-triol → 1,3,5-trimethoxy-2-(2,3,4-tri-O-acetyl-6-desoxy-6-iodo-β-D-glucopyranosyl)benzene (891783-14-5)

Guidance literature:

With pyridine;

DOI:10.1002/(SICI)1521-3773(20000117)39:2<362::AID-ANIE362>3.0.CO;2-1

upstream raw materials:

acetic anhydride

1,2,3-trimethoxybenzene

β-D-glucopyranosyl-2,4,6-trimethoxybenzene

2,4,6-Trimethoxy-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)benzene

Downstream raw materials:

1,3,5-trimethoxy-2-(2,3,4-tri-O-acetyl-6-desoxy-β-D-xylo-hex-5-enopyranosyl)benzene

1,3,5-trimethoxy-2-(2,3,4-tri-O-benzyl-β-D-xylo-hex-5-enopyranosyl)benzene

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