1-O-hexanoyl-3-O-trityl-2-O-(6-azido-6-deoxy-β-D-glucopyranosyl)-sn-glycerol

Base Information

• Chemical Name: 1-O-hexanoyl-3-O-trityl-2-O-(6-azido-6-deoxy-β-D-glucopyranosyl)-sn-glycerol
• CAS No.: 1435740-54-7
• Molecular Formula: C₃₄H₄₁N₃O₈
• Molecular Weight: 619.715

Synonyms:1-O-hexanoyl-3-O-trityl-2-O-(6-azido-6-deoxy-β-D-glucopyranosyl)-sn-glycerol

Chemical Property of 1-O-hexanoyl-3-O-trityl-2-O-(6-azido-6-deoxy-β-D-glucopyranosyl)-sn-glycerol

Chemical Property:

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Technology Process of 1-O-hexanoyl-3-O-trityl-2-O-(6-azido-6-deoxy-β-D-glucopyranosyl)-sn-glycerol

There total 2 articles about 1-O-hexanoyl-3-O-trityl-2-O-(6-azido-6-deoxy-β-D-glucopyranosyl)-sn-glycerol 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: 68.0%

1-O-hexanoyl-2-O-(6-azido-6-deoxy-β-D-glucopyranosyl)-sn-glycerol (1435740-42-3) + trityl chloride (76-83-5) → 1-O-hexanoyl-3-O-trityl-2-O-(6-azido-6-deoxy-β-D-glucopyranosyl)-sn-glycerol (1435740-54-7)

Guidance literature:

With pyridine; at 100 ℃; for 5h;

DOI:10.1016/j.carres.2013.03.007

Reference yield:

1-O-hexanoyl-2-O-(6-O-tosyl-β-D-glucopyranosyl)-sn-glycerol (1204401-75-1) → 1-O-hexanoyl-3-O-trityl-2-O-(6-azido-6-deoxy-β-D-glucopyranosyl)-sn-glycerol (1435740-54-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium azide / N,N-dimethyl-formamide / 5 h / 85 °C / Inert atmosphere

2: pyridine / 5 h / 100 °C

With pyridine; sodium azide; In N,N-dimethyl-formamide;

DOI:10.1016/j.carres.2013.03.007

Reference yield: 72.0%

1-O-hexanoyl-3-O-trityl-2-O-(6-azido-6-deoxy-β-D-glucopyranosyl)-sn-glycerol (1435740-54-7) → 1-O-hexanoyl-3-O-trityl-2-O-(6-amino-6-deoxy-β-D-glucopyranosyl)-sn-glycerol (1435740-60-5)

Guidance literature:

With water; In tetrahydrofuran; at 40 ℃;

DOI:10.1016/j.carres.2013.03.007

upstream raw materials:

1-O-hexanoyl-2-O-(6-azido-6-deoxy-β-D-glucopyranosyl)-sn-glycerol

trityl chloride

1-O-hexanoyl-2-O-(6-O-tosyl-β-D-glucopyranosyl)-sn-glycerol

Downstream raw materials:

1-O-hexanoyl-3-O-trityl-2-O-(N-hexanoyl-6-amino-6-deoxy-β-D-glucopyranosyl)-sn-glycerol

1-O-hexanoyl-3-O-trityl-2-O-(6-amino-6-deoxy-β-D-glucopyranosyl)-sn-glycerol

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