(2R,3S,4S,5R,6S)-2-[(S)-(4-fluorophenyl)(hydroxy)methyl]-6-methoxy-tetrahydro-2H-pyran-3,4,5-triol

Base Information

• Chemical Name: (2R,3S,4S,5R,6S)-2-[(S)-(4-fluorophenyl)(hydroxy)methyl]-6-methoxy-tetrahydro-2H-pyran-3,4,5-triol
• CAS No.: 1254122-17-2
• Molecular Formula: C₁₃H₁₇FO₆
• Molecular Weight: 288.273
• Mol file: 1254122-17-2.mol

Synonyms:(2R,3S,4S,5R,6S)-2-[(S)-(4-fluorophenyl)(hydroxy)methyl]-6-methoxy-tetrahydro-2H-pyran-3,4,5-triol

Chemical Property of (2R,3S,4S,5R,6S)-2-[(S)-(4-fluorophenyl)(hydroxy)methyl]-6-methoxy-tetrahydro-2H-pyran-3,4,5-triol

Chemical Property:

Purity/Quality:

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Technology Process of (2R,3S,4S,5R,6S)-2-[(S)-(4-fluorophenyl)(hydroxy)methyl]-6-methoxy-tetrahydro-2H-pyran-3,4,5-triol

There total 1 articles about (2R,3S,4S,5R,6S)-2-[(S)-(4-fluorophenyl)(hydroxy)methyl]-6-methoxy-tetrahydro-2H-pyran-3,4,5-triol 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%

(S)-(4-fluorophenyl)[(2R,3S,4S,5R,6S)-3,4,5-tris(benzyloxy)-6-methoxy-tetrahydro-2H-pyran-2-yl]methanol (1254122-35-4) → (2R,3S,4S,5R,6S)-2-[(S)-(4-fluorophenyl)(hydroxy)methyl]-6-methoxy-tetrahydro-2H-pyran-3,4,5-triol (1254122-17-2)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 7h; under 760.051 Torr;

DOI:10.1002/ejoc.201000295

Reference yield: 27.0%

benzaldehyde dimethyl acetal (1125-88-8) + (2R,3S,4S,5R,6S)-2-[(S)-(4-fluorophenyl)(hydroxy)methyl]-6-methoxy-tetrahydro-2H-pyran-3,4,5-triol (1254122-17-2) → (2R,4S,4aR,6S,7R,8R,8aS)-4-(4-fluorophenyl)-6-methoxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxine-7,8-diol (1254122-19-4)

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 100 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201000295

upstream raw materials:

(S)-(4-fluorophenyl)[(2R,3S,4S,5R,6S)-3,4,5-tris(benzyloxy)-6-methoxy-tetrahydro-2H-pyran-2-yl]methanol

Downstream raw materials:

(2R,4S,4aR,6S,7R,8R,8aS)-4-(4-fluorophenyl)-6-methoxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxine-7,8-diol