2S-(4'-methoxycarbonyl-1'-butyl)-3R-p-toluenesulfonyloxy-4R-benzoyloxy-tetrahdyrofuran

Base Information

• Chemical Name: 2S-(4'-methoxycarbonyl-1'-butyl)-3R-p-toluenesulfonyloxy-4R-benzoyloxy-tetrahdyrofuran
• CAS No.: 116511-50-3
• Molecular Formula: C₂₄H₂₈O₈S
• Molecular Weight: 476.548
• Mol file: 116511-50-3.mol

Synonyms:2S-(4'-methoxycarbonyl-1'-butyl)-3R-p-toluenesulfonyloxy-4R-benzoyloxy-tetrahdyrofuran

Chemical Property of 2S-(4'-methoxycarbonyl-1'-butyl)-3R-p-toluenesulfonyloxy-4R-benzoyloxy-tetrahdyrofuran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2S-(4'-methoxycarbonyl-1'-butyl)-3R-p-toluenesulfonyloxy-4R-benzoyloxy-tetrahdyrofuran

There total 4 articles about 2S-(4'-methoxycarbonyl-1'-butyl)-3R-p-toluenesulfonyloxy-4R-benzoyloxy-tetrahdyrofuran 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: 90.0%

Benzoic acid (3R,4R,5S)-5-((1E,3E)-4-methoxycarbonyl-buta-1,3-dienyl)-4-(toluene-4-sulfonyloxy)-tetrahydro-furan-3-yl ester (116511-49-0) → 2S-(4'-methoxycarbonyl-1'-butyl)-3R-p-toluenesulfonyloxy-4R-benzoyloxy-tetrahdyrofuran (116511-50-3)

Guidance literature:

With hydrogen; platinum(IV) oxide; In acetic acid; at 20 ℃; for 20h;

DOI:10.1016/S0008-6215(01)00331-7

Reference yield:

<3-carbomethoxy-propen-(2)-yl-(1)>-triphenylphosphoniumbromide (2181-98-8,72967-11-4) → 2S-(4'-methoxycarbonyl-1'-butyl)-3R-p-toluenesulfonyloxy-4R-benzoyloxy-tetrahdyrofuran (116511-50-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 59 percent / NaOH / H₂O; CH₂Cl₂ / 20 °C

2: 90 percent / hydrogen / PtO₂ / acetic acid / 20 h / 20 °C

With sodium hydroxide; hydrogen; platinum(IV) oxide; In dichloromethane; water; acetic acid;

DOI:10.1016/S0008-6215(01)00331-7

Reference yield:

Benzoic acid (3R,4S,5R)-5-dihydroxymethyl-4-(toluene-4-sulfonyloxy)-tetrahydro-furan-3-yl ester (116511-48-9) → 2S-(4'-methoxycarbonyl-1'-butyl)-3R-p-toluenesulfonyloxy-4R-benzoyloxy-tetrahdyrofuran (116511-50-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 59 percent / NaOH / H₂O; CH₂Cl₂ / 20 °C

2: 90 percent / hydrogen / PtO₂ / acetic acid / 20 h / 20 °C

With sodium hydroxide; hydrogen; platinum(IV) oxide; In dichloromethane; water; acetic acid;

DOI:10.1016/S0008-6215(01)00331-7

upstream raw materials:

Benzoic acid (3R,4R,5S)-5-((1E,3E)-4-methoxycarbonyl-buta-1,3-dienyl)-4-(toluene-4-sulfonyloxy)-tetrahydro-furan-3-yl ester

<3-carbomethoxy-propen-(2)-yl-(1)>-triphenylphosphoniumbromide

Benzoic acid (3R,4S,5R)-5-dihydroxymethyl-4-(toluene-4-sulfonyloxy)-tetrahydro-furan-3-yl ester

ethylene acetal of 2,5-anhydro-4-O-benzoyl-3-O-p-toluenesulfonyl-D-xylose

Downstream raw materials:

Benzoic acid (2S,3R,4R)-4-hydroxy-2-(4-methoxycarbonyl-butyl)-tetrahydro-furan-3-yl ester

Benzoic acid (3R,4S,5S)-4-hydroxy-5-(4-methoxycarbonyl-butyl)-tetrahydro-furan-3-yl ester