5-azido-5-deoxy-1,2-O-isopropylidene-6-O-triphenylmethyl-β-L-lyxo-hex-3-ulofuranose

Base Information

• Chemical Name: 5-azido-5-deoxy-1,2-O-isopropylidene-6-O-triphenylmethyl-β-L-lyxo-hex-3-ulofuranose
• CAS No.: 250128-87-1
• Molecular Formula: C₂₈H₂₇N₃O₅
• Molecular Weight: 485.539

Synonyms:5-azido-5-deoxy-1,2-O-isopropylidene-6-O-triphenylmethyl-β-L-lyxo-hex-3-ulofuranose

Chemical Property of 5-azido-5-deoxy-1,2-O-isopropylidene-6-O-triphenylmethyl-β-L-lyxo-hex-3-ulofuranose

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Technology Process of 5-azido-5-deoxy-1,2-O-isopropylidene-6-O-triphenylmethyl-β-L-lyxo-hex-3-ulofuranose

There total 3 articles about 5-azido-5-deoxy-1,2-O-isopropylidene-6-O-triphenylmethyl-β-L-lyxo-hex-3-ulofuranose 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%

5-azido-5-deoxy-1,2-O-isopropylidene-6-O-triphenylmethyl-β-L-idofuranose (250128-84-8) → 5-azido-5-deoxy-1,2-O-isopropylidene-6-O-triphenylmethyl-β-L-lyxo-hex-3-ulofuranose (250128-87-1)

Guidance literature:

With 3 A molecular sieve; sodium acetate; pyridinium chlorochromate; In dichloromethane; Heating;

DOI:10.1016/S0008-6215(99)00119-6

Reference yield:

trityl chloride (76-83-5) → 5-azido-5-deoxy-1,2-O-isopropylidene-6-O-triphenylmethyl-β-L-lyxo-hex-3-ulofuranose (250128-87-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / pyridine / 48 h / 40 - 50 °C

2: 68 percent / pyridinium chlorochromate; molecular sieves (3 Angstroem); sodium acetate / CH₂Cl₂ / Heating

With 3 A molecular sieve; sodium acetate; pyridinium chlorochromate; In pyridine; dichloromethane; 1: tritylation / 2: Oxidation;

DOI:10.1016/S0008-6215(99)00119-6

Reference yield:

5-azido-5-deoxy-1,2-O-isopropylidene-β-L-idofuranose (130619-55-5) → 5-azido-5-deoxy-1,2-O-isopropylidene-6-O-triphenylmethyl-β-L-lyxo-hex-3-ulofuranose (250128-87-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / pyridine / 48 h / 40 - 50 °C

2: 68 percent / pyridinium chlorochromate; molecular sieves (3 Angstroem); sodium acetate / CH₂Cl₂ / Heating

With 3 A molecular sieve; sodium acetate; pyridinium chlorochromate; In pyridine; dichloromethane; 1: tritylation / 2: Oxidation;

DOI:10.1016/S0008-6215(99)00119-6

upstream raw materials:

5-azido-5-deoxy-1,2-O-isopropylidene-6-O-triphenylmethyl-β-L-idofuranose

trityl chloride

5-azido-5-deoxy-1,2-O-isopropylidene-β-L-idofuranose

Downstream raw materials:

5-azido-5-deoxy-1,2-O-isopropylidene-6-O-triphenylmethyl-β-L-talofuranose

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