4-methoxybenzyl 5-deoxy-2,3-O-isopropylidene-5-(1H-tetrazol-5-yl)-α-D-lyxofuranoside

Base Information

• Chemical Name: 4-methoxybenzyl 5-deoxy-2,3-O-isopropylidene-5-(1H-tetrazol-5-yl)-α-D-lyxofuranoside
• CAS No.: 1382059-94-0
• Molecular Formula: C₁₇H₂₂N₄O₅
• Molecular Weight: 362.385

Synonyms:4-methoxybenzyl 5-deoxy-2,3-O-isopropylidene-5-(1H-tetrazol-5-yl)-α-D-lyxofuranoside

Chemical Property of 4-methoxybenzyl 5-deoxy-2,3-O-isopropylidene-5-(1H-tetrazol-5-yl)-α-D-lyxofuranoside

Chemical Property:

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Technology Process of 4-methoxybenzyl 5-deoxy-2,3-O-isopropylidene-5-(1H-tetrazol-5-yl)-α-D-lyxofuranoside

There total 5 articles about 4-methoxybenzyl 5-deoxy-2,3-O-isopropylidene-5-(1H-tetrazol-5-yl)-α-D-lyxofuranoside 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: 86.0%

4-methoxybenzyl 5-cyano-5-deoxy-2,3-O-isopropylidene-α-D-lyxofuranoside (1382059-93-9) → 4-methoxybenzyl 5-deoxy-2,3-O-isopropylidene-5-(1H-tetrazol-5-yl)-α-D-lyxofuranoside (1382059-94-0)

Guidance literature:

With trimethylsilylazide; di(n-butyl)tin oxide; In toluene; at 120 ℃; for 16h;

DOI:10.1021/ol3013638

Reference yield:

4-methoxybenzyl 2,3-O-isopropylidene-α-D-lyxofuranoside (1382059-92-8) → 4-methoxybenzyl 5-deoxy-2,3-O-isopropylidene-5-(1H-tetrazol-5-yl)-α-D-lyxofuranoside (1382059-94-0)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / dichloromethane / 0.25 h / -20 °C / Inert atmosphere

2: N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere

3: trimethylsilylazide; di(n-butyl)tin oxide / toluene / 16 h / 120 °C

With pyridine; trimethylsilylazide; di(n-butyl)tin oxide; In dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/ol3013638

Reference yield:

C17H21F3O8S → 4-methoxybenzyl 5-deoxy-2,3-O-isopropylidene-5-(1H-tetrazol-5-yl)-α-D-lyxofuranoside (1382059-94-0)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere

2: trimethylsilylazide; di(n-butyl)tin oxide / toluene / 16 h / 120 °C

With trimethylsilylazide; di(n-butyl)tin oxide; In N,N-dimethyl-formamide; toluene;

DOI:10.1021/ol3013638

upstream raw materials:

4-methoxybenzyl 2,3-O-isopropylidene-α-D-lyxofuranoside

4-methoxybenzyl 5-cyano-5-deoxy-2,3-O-isopropylidene-α-D-lyxofuranoside

2,3-O-isopropylidene-1-O-p-methoxybenzyl-α-D-mannofuranoside

4-methoxybenzyl 2,3-O-isopropylidene-α-D-lyxo-pentodialdo-1,4-furanoside

Downstream raw materials:

(5S,6S,7R)-7-O-formyl-5,6-O-isopropylidene-5,6,7,8-tetrahydrotetrazolo[1,5-a]pyridine-5,6,7-triol

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