methyl 6-O-benzoyl-3-O-diethoxyphosphoryl-4-C-[(E)-(ethoxycarbonyl)methylene]-2,4-dideoxy-α-D-glycero-hex-2-enopyranoside

Base Information

• Chemical Name: methyl 6-O-benzoyl-3-O-diethoxyphosphoryl-4-C-[(E)-(ethoxycarbonyl)methylene]-2,4-dideoxy-α-D-glycero-hex-2-enopyranoside
• CAS No.: 191729-48-3
• Molecular Formula: C₂₂H₂₉O₁₀P
• Molecular Weight: 484.44
• Mol file: 191729-48-3.mol

Synonyms:methyl 6-O-benzoyl-3-O-diethoxyphosphoryl-4-C-[(E)-(ethoxycarbonyl)methylene]-2,4-dideoxy-α-D-glycero-hex-2-enopyranoside

Chemical Property of methyl 6-O-benzoyl-3-O-diethoxyphosphoryl-4-C-[(E)-(ethoxycarbonyl)methylene]-2,4-dideoxy-α-D-glycero-hex-2-enopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 6-O-benzoyl-3-O-diethoxyphosphoryl-4-C-[(E)-(ethoxycarbonyl)methylene]-2,4-dideoxy-α-D-glycero-hex-2-enopyranoside

There total 1 articles about methyl 6-O-benzoyl-3-O-diethoxyphosphoryl-4-C-[(E)-(ethoxycarbonyl)methylene]-2,4-dideoxy-α-D-glycero-hex-2-enopyranoside 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: 61.0%

((2R,6S)-4-(benzoyloxy)-6-methoxy-3-oxo-3,6-dihydro-2H-pyran-2-yl)methyl benzoate (25552-06-1) + diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) → methyl 6-O-benzoyl-3-O-diethoxyphosphoryl-4-C-[(E)-(ethoxycarbonyl)methylene]-2,4-dideoxy-α-D-glycero-hex-2-enopyranoside (191729-48-3) + methyl 4,6-di-O-benzoyl-2-deoxy-2-C-[(diethoxyphosphoryl)(ethoxycarbonyl)methyl]-α-D-arabino-hexopyranosid-3-ulose

Guidance literature:

diethoxyphosphoryl-acetic acid ethyl ester; With sodium hydride; In toluene; at 0 ℃; for 0.75h;

((2R,6S)-4-(benzoyloxy)-6-methoxy-3-oxo-3,6-dihydro-2H-pyran-2-yl)methyl benzoate; In toluene; for 0.5h;

DOI:10.1080/07328309908544032

Reference yield: 68.0%

methyl 6-O-benzoyl-3-O-diethoxyphosphoryl-4-C-[(E)-(ethoxycarbonyl)methylene]-2,4-dideoxy-α-D-glycero-hex-2-enopyranoside (191729-48-3) → methyl 6-O-benzoyl-2,4-dideoxy-4-C-<(ethoxycarbonyl)methyl>-3-O-(diethoxyphosphoryl)-α-D-glycero-hex-3-enopyranoside

Guidance literature:

With hydrogen; palladium dihydroxide; In ethyl acetate; for 5h; under 1410.11 Torr; Ambient temperature;

DOI:10.1080/07328309908543975

Reference yield: 35.0%

methyl 6-O-benzoyl-3-O-diethoxyphosphoryl-4-C-[(E)-(ethoxycarbonyl)methylene]-2,4-dideoxy-α-D-glycero-hex-2-enopyranoside (191729-48-3) → methyl 6-O-benzoyl-2,3,4-trideoxy-4-C-<(ethoxycarbonyl)methyl-α-D-hexopyranoside + methyl 6-O-benzoyl-2,4-dideoxy-4-C-<(ethoxycarbonyl)methyl>-3-O-(diethoxyphosphoryl)-α-D-glycero-hex-3-enopyranoside

Guidance literature:

With hydrogen; W-7 Raney Nickel; In ethyl acetate; for 8h; under 2715.22 Torr; Ambient temperature;

DOI:10.1080/07328309908543975

upstream raw materials:

((2R,6S)-4-(benzoyloxy)-6-methoxy-3-oxo-3,6-dihydro-2H-pyran-2-yl)methyl benzoate

diethoxyphosphoryl-acetic acid ethyl ester