Acetic acid (2R,3R,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-(4-methoxy-phenyltellanyl)-tetrahydro-pyran-4-yl ester

Base Information

• Chemical Name: Acetic acid (2R,3R,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-(4-methoxy-phenyltellanyl)-tetrahydro-pyran-4-yl ester
• CAS No.: 124754-17-2
• Molecular Formula: C₂₁H₂₆O₁₀Te
• Molecular Weight: 566.031

Synonyms:Acetic acid (2R,3R,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-(4-methoxy-phenyltellanyl)-tetrahydro-pyran-4-yl ester

Chemical Property of Acetic acid (2R,3R,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-(4-methoxy-phenyltellanyl)-tetrahydro-pyran-4-yl ester

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Technology Process of Acetic acid (2R,3R,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-(4-methoxy-phenyltellanyl)-tetrahydro-pyran-4-yl ester

There total 2 articles about Acetic acid (2R,3R,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-(4-methoxy-phenyltellanyl)-tetrahydro-pyran-4-yl ester 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:

α-D-glucopyranose peracetylate (604-68-2) → Acetic acid (2R,3R,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-(4-methoxy-phenyltellanyl)-tetrahydro-pyran-4-yl ester (124754-17-2)

Guidance literature:

Multi-step reaction with 2 steps

1: HBr / acetic acid

2: 1.) NaBH₄ / 1.) THF, EtOH, 2.) THF, EtOH, 0 deg C, 4 h

With sodium tetrahydroborate; hydrogen bromide; In acetic acid;

Reference yield:

bis(4-methoxyphenyl)ditelluride (35684-37-8) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → Acetic acid (2R,3R,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-(4-methoxy-phenyltellanyl)-tetrahydro-pyran-4-yl ester (124754-17-2)

Guidance literature:

With sodium tetrahydroborate; Yield given. Multistep reaction; 1.) THF, EtOH, 2.) THF, EtOH, 0 deg C, 4 h;

Reference yield: 80.0%

O-Acetyl N-hydroxy-2-thiopyridone (15922-79-9) + PVS (5535-48-8) + Acetic acid (2R,3R,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-(4-methoxy-phenyltellanyl)-tetrahydro-pyran-4-yl ester (124754-17-2) → Acetic acid (2R,3S,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[2-benzenesulfonyl-2-(pyridin-2-ylsulfanyl)-ethyl]-tetrahydro-pyran-3-yl ester (124754-35-4)

Guidance literature:

In dichloromethane; at 5 ℃; Irradiation;

DOI:10.1021/ja00158a072

upstream raw materials:

bis(4-methoxyphenyl)ditelluride

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

α-D-glucopyranose peracetylate

Downstream raw materials:

Acetic acid (2R,3S,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[2-benzenesulfonyl-2-(pyridin-2-ylsulfanyl)-ethyl]-tetrahydro-pyran-3-yl ester

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

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