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

Base Information

• Chemical Name: (S)-(4-fluorophenyl)[(2R,3S,4S,5R,6S)-3,4,5-tris(benzyloxy)-6-methoxy-tetrahydro-2H-pyran-2-yl]methanol
• CAS No.: 1254122-35-4
• Molecular Formula: C₃₄H₃₅FO₆
• Molecular Weight: 558.647
• Mol file: 1254122-35-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about (S)-(4-fluorophenyl)[(2R,3S,4S,5R,6S)-3,4,5-tris(benzyloxy)-6-methoxy-tetrahydro-2H-pyran-2-yl]methanol 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: 41.0%

methyl 6-aldehydo-2,3,4-tri-O-benzyl-α-D-glucopyranoside (83051-88-1) + 1-Bromo-4-fluorobenzene (460-00-4) → (R)-(4-fluorophenyl)[(2R,3S,4S,5R,6S)-3,4,5-tris(benzyloxy)-6-methoxy-tetrahydro-2H-pyran-2-yl]methanol (1254122-34-3) + (S)-(4-fluorophenyl)[(2R,3S,4S,5R,6S)-3,4,5-tris(benzyloxy)-6-methoxy-tetrahydro-2H-pyran-2-yl]methanol (1254122-35-4)

Guidance literature:

1-Bromo-4-fluorobenzene; With magnesium; In tetrahydrofuran; at 20 ℃; for 1.5h; Inert atmosphere;

methyl 6-aldehydo-2,3,4-tri-O-benzyl-α-D-glucopyranoside; In tetrahydrofuran; at 20 ℃; for 1h; diastereoselective reaction; Inert atmosphere;

DOI:10.1002/ejoc.201000295

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

upstream raw materials:

methyl 6-aldehydo-2,3,4-tri-O-benzyl-α-D-glucopyranoside

1-Bromo-4-fluorobenzene

Downstream raw materials:

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