1,2-O-Isopropylidene-5-O-(4-methoxyphenyl)-α-D-erythro-pentofuranose-3-ulose

Base Information

• Chemical Name: 1,2-O-Isopropylidene-5-O-(4-methoxyphenyl)-α-D-erythro-pentofuranose-3-ulose
• CAS No.: 137704-04-2
• Molecular Formula: C₁₅H₁₈O₆
• Molecular Weight: 294.304

Synonyms:1,2-O-Isopropylidene-5-O-(4-methoxyphenyl)-α-D-erythro-pentofuranose-3-ulose

Chemical Property of 1,2-O-Isopropylidene-5-O-(4-methoxyphenyl)-α-D-erythro-pentofuranose-3-ulose

Chemical Property:

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Technology Process of 1,2-O-Isopropylidene-5-O-(4-methoxyphenyl)-α-D-erythro-pentofuranose-3-ulose

There total 3 articles about 1,2-O-Isopropylidene-5-O-(4-methoxyphenyl)-α-D-erythro-pentofuranose-3-ulose 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: 99.0%

1,2-O-Isopropylidene-5-O-(4-methoxyphenyl)-α-D-xylofuranose (137704-03-1) → 1,2-O-Isopropylidene-5-O-(4-methoxyphenyl)-α-D-erythro-pentofuranose-3-ulose (137704-04-2)

Guidance literature:

With dipyridinium dichromate; 4 A molecular sieve; acetic acid; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1055/s-1990-26969

Reference yield:

1,2-O-isopropylidene-α-D-xylose (20031-21-4) → 1,2-O-Isopropylidene-5-O-(4-methoxyphenyl)-α-D-erythro-pentofuranose-3-ulose (137704-04-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / PPh₃, diethyl azodicarboxylate / tetrahydrofuran / 2 h / Ambient temperature

2: 99 percent / molecular sieves (4 Angstroem), pyridinium dichromate, acetic acid / CH₂Cl₂ / 1 h / Ambient temperature

With dipyridinium dichromate; 4 A molecular sieve; acetic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-1990-26969

Reference yield:

4-methoxy-phenol (150-76-5) → 1,2-O-Isopropylidene-5-O-(4-methoxyphenyl)-α-D-erythro-pentofuranose-3-ulose (137704-04-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / PPh₃, diethyl azodicarboxylate / tetrahydrofuran / 2 h / Ambient temperature

2: 99 percent / molecular sieves (4 Angstroem), pyridinium dichromate, acetic acid / CH₂Cl₂ / 1 h / Ambient temperature

With dipyridinium dichromate; 4 A molecular sieve; acetic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-1990-26969

upstream raw materials:

1,2-O-Isopropylidene-5-O-(4-methoxyphenyl)-α-D-xylofuranose

1,2-O-isopropylidene-α-D-xylose

4-methoxy-phenol

Downstream raw materials:

3-Deoxy-1,2-O-isopropylidene-5-O-(4-methoxyphenyl)-3-methylidene-α-D-erythro-pentofuranose

3'-Deoxy-2',3'-didehydro-3'-methylthymidine

1,2-Di-O-Acetyl-3-deoxy-5-O-(4-methoxyphenyl)-3-methylidene-D-erythro-pentofuranose

3'-Deoxy-5'-O-(4-methoxyphenyl)-3'-methylidene-β-D-thymidine

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