1-O-benzyl-5-O-[1-(4-methoxycarbonylbutyl)]-phosphono-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal

Base Information

• Chemical Name: 1-O-benzyl-5-O-[1-(4-methoxycarbonylbutyl)]-phosphono-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal
• CAS No.: 216770-49-9
• Molecular Formula: C₂₀H₃₁O₉PS₂
• Molecular Weight: 510.566
• Mol file: 216770-49-9.mol

Synonyms:1-O-benzyl-5-O-[1-(4-methoxycarbonylbutyl)]-phosphono-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal

Chemical Property of 1-O-benzyl-5-O-[1-(4-methoxycarbonylbutyl)]-phosphono-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-O-benzyl-5-O-[1-(4-methoxycarbonylbutyl)]-phosphono-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal

There total 3 articles about 1-O-benzyl-5-O-[1-(4-methoxycarbonylbutyl)]-phosphono-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal 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: 65.0%

1-O-benzyl-5-O-[1-(4-methoxycarbonylbutyl)-2-(3-oxobutyl)]-phosphono-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal (216770-46-6) → 1-O-benzyl-5-O-[1-(4-methoxycarbonylbutyl)]-phosphono-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal (216770-49-9)

Guidance literature:

With sodium carbonate; In water; acetonitrile; at 20 ℃; for 1h;

DOI:10.1080/07328309808001895

Reference yield:

(3S,4S)-2-Benzyloxymethyl-tetrahydro-furan-2,3,4-triol (130114-53-3,130114-54-4) → 1-O-benzyl-5-O-[1-(4-methoxycarbonylbutyl)]-phosphono-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal (216770-49-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 75 percent / HCl / H₂O / 0.5 h / 0 °C

2.1: triethylamine / CH₂Cl₂ / 1 h / 20 °C

2.2: 58 percent / triethylamine / CH₂Cl₂ / 6 h / 20 °C

3.1: 65 percent / Na₂CO₃ / H₂O; acetonitrile / 1 h / 20 °C

With hydrogenchloride; sodium carbonate; triethylamine; In dichloromethane; water; acetonitrile; 1.1: thioketalisation / 2.1: Esterification / 2.2: Substitution / 3.1: Hydrolysis;

DOI:10.1080/07328309808001895

Reference yield:

1-O-benzyl-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal (216770-35-3) → 1-O-benzyl-5-O-[1-(4-methoxycarbonylbutyl)]-phosphono-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal (216770-49-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / CH₂Cl₂ / 1 h / 20 °C

1.2: 58 percent / triethylamine / CH₂Cl₂ / 6 h / 20 °C

2.1: 65 percent / Na₂CO₃ / H₂O; acetonitrile / 1 h / 20 °C

With sodium carbonate; triethylamine; In dichloromethane; water; acetonitrile; 1.1: Esterification / 1.2: Substitution / 2.1: Hydrolysis;

DOI:10.1080/07328309808001895

upstream raw materials:

1-O-benzyl-5-O-[1-(4-methoxycarbonylbutyl)-2-(3-oxobutyl)]-phosphono-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal

(3S,4S)-2-Benzyloxymethyl-tetrahydro-furan-2,3,4-triol

1-O-benzyl-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal

Downstream raw materials:

1-O-benzyl-5-O-[1-(4-methoxycarbonylbutyl)]-phosphono-L-erythro-pent-2-ulose