(2S,3R,4S)-3,4-Diacetoxy-6-((2R,3R,4R,6S)-4-benzyloxy-6-methoxy-2-methyl-tetrahydro-pyran-3-yloxy)-5-iodo-tetrahydro-pyran-2-carboxylic acid methyl ester

Base Information

• Chemical Name: (2S,3R,4S)-3,4-Diacetoxy-6-((2R,3R,4R,6S)-4-benzyloxy-6-methoxy-2-methyl-tetrahydro-pyran-3-yloxy)-5-iodo-tetrahydro-pyran-2-carboxylic acid methyl ester
• CAS No.: 90763-01-2
• Molecular Formula: C₂₅H₃₃IO₁₁
• Molecular Weight: 636.435

Synonyms:

Chemical Property of (2S,3R,4S)-3,4-Diacetoxy-6-((2R,3R,4R,6S)-4-benzyloxy-6-methoxy-2-methyl-tetrahydro-pyran-3-yloxy)-5-iodo-tetrahydro-pyran-2-carboxylic acid methyl ester

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Technology Process of (2S,3R,4S)-3,4-Diacetoxy-6-((2R,3R,4R,6S)-4-benzyloxy-6-methoxy-2-methyl-tetrahydro-pyran-3-yloxy)-5-iodo-tetrahydro-pyran-2-carboxylic acid methyl ester

There total 1 articles about (2S,3R,4S)-3,4-Diacetoxy-6-((2R,3R,4R,6S)-4-benzyloxy-6-methoxy-2-methyl-tetrahydro-pyran-3-yloxy)-5-iodo-tetrahydro-pyran-2-carboxylic acid methyl 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: 19.0%

methyl 3,4-di-O-acetyl-1,2-dideoxy-D-arabino-hex-1-enopyranuronate (57690-62-7) + Methyl 3-O-benzyl-2,6-dideoxy-α-D-arabino-hexopyranoside (90762-83-7) → (2S,3R,4S)-3,4-Diacetoxy-6-((2R,3R,4R,6S)-4-benzyloxy-6-methoxy-2-methyl-tetrahydro-pyran-3-yloxy)-5-iodo-tetrahydro-pyran-2-carboxylic acid methyl ester (90763-01-2,90763-02-3)

Guidance literature:

With N-iodo-succinimide; In acetonitrile; for 336h; Ambient temperature;

DOI:10.1021/jo00191a006

Reference yield: 44.0%

(2S,3R,4S)-3,4-Diacetoxy-6-((2R,3R,4R,6S)-4-benzyloxy-6-methoxy-2-methyl-tetrahydro-pyran-3-yloxy)-5-iodo-tetrahydro-pyran-2-carboxylic acid methyl ester (90763-01-2,90763-02-3) → (2S,3S,4R)-3,4-Diacetoxy-6-((2R,3R,4R,6S)-4-benzyloxy-6-methoxy-2-methyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester (90763-03-4,90763-04-5)

Guidance literature:

With hydrogen; triethylamine; palladium on activated charcoal; In ethyl acetate; for 26h;

DOI:10.1021/jo00191a006

upstream raw materials:

methyl 3,4-di-O-acetyl-1,2-dideoxy-D-arabino-hex-1-enopyranuronate

Methyl 3-O-benzyl-2,6-dideoxy-α-D-arabino-hexopyranoside

Downstream raw materials:

(2S,3S,4R)-3,4-Diacetoxy-6-((2R,3R,4R,6S)-4-benzyloxy-6-methoxy-2-methyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

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