C₄₄H₅₀O₁₆

Base Information

• Chemical Name: C₄₄H₅₀O₁₆
• CAS No.: 808137-29-3
• Molecular Formula: C₄₄H₅₀O₁₆
• Molecular Weight: 834.871
• Mol file: 808137-29-3.mol

Synonyms:C₄₄H₅₀O₁₆

Chemical Property of C₄₄H₅₀O₁₆

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₄₄H₅₀O₁₆

There total 10 articles about C₄₄H₅₀O₁₆ 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: 69.0%

Methyl 2,3,4-tri-O-acetyl-1-thio-β-D-xylopyranoside (2595-43-9,185549-85-3) + C33H36O9 (808137-26-0) → C44H50O16 (808137-29-3)

Guidance literature:

With Phenylselenyl chloride; silver trifluoromethanesulfonate; In 1,2-dichloro-ethane; at 0 ℃; for 2h;

DOI:10.1248/cpb.52.1105

Reference yield:

6-hydroxyhexyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (59343-78-1) → C44H50O16 (808137-29-3)

Guidance literature:

Multi-step reaction with 7 steps

1: 89 percent / PPh₃; imidazole; I₂ / tetrahydrofuran / 2 h / 20 °C

2: 99 percent / NaBH₄ / dimethylsulfoxide / 0.67 h / 20 °C

3: 87 percent / K₂CO₃ / methanol / 0.42 h / 20 °C

4: 79 percent / pyridine / 12 h / 20 °C

5: 97 percent / pyridine / CHCl₃ / 0.75 h / 0 °C

6: 97 percent / H₂ / Pd(OH)2/C / methanol / 20 °C

7: 69 percent / PhSeCl; AgOTf / 1,2-dichloro-ethane / 2 h / 0 °C

With pyridine; 1H-imidazole; sodium tetrahydroborate; Phenylselenyl chloride; hydrogen; iodine; silver trifluoromethanesulfonate; potassium carbonate; triphenylphosphine; palladium dihydroxide; In tetrahydrofuran; methanol; chloroform; dimethyl sulfoxide; 1,2-dichloro-ethane;

DOI:10.1248/cpb.52.1105

Reference yield:

Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-(6-acetoxy-hexyloxy)-6-acetoxymethyl-tetrahydro-pyran-4-yl ester (59343-79-2) → C44H50O16 (808137-29-3)

Guidance literature:

Multi-step reaction with 8 steps

1: 80 percent / lipase Amano P; H₂O / diisopropyl ether / 47 h / 33 °C

2: 89 percent / PPh₃; imidazole; I₂ / tetrahydrofuran / 2 h / 20 °C

3: 99 percent / NaBH₄ / dimethylsulfoxide / 0.67 h / 20 °C

4: 87 percent / K₂CO₃ / methanol / 0.42 h / 20 °C

5: 79 percent / pyridine / 12 h / 20 °C

6: 97 percent / pyridine / CHCl₃ / 0.75 h / 0 °C

7: 97 percent / H₂ / Pd(OH)2/C / methanol / 20 °C

8: 69 percent / PhSeCl; AgOTf / 1,2-dichloro-ethane / 2 h / 0 °C

With pyridine; 1H-imidazole; sodium tetrahydroborate; Phenylselenyl chloride; lipase Amano P; water; hydrogen; iodine; silver trifluoromethanesulfonate; potassium carbonate; triphenylphosphine; palladium dihydroxide; In tetrahydrofuran; methanol; chloroform; di-isopropyl ether; dimethyl sulfoxide; 1,2-dichloro-ethane;

DOI:10.1248/cpb.52.1105

upstream raw materials:

Methyl 2,3,4-tri-O-acetyl-1-thio-β-D-xylopyranoside

C₃₃H₃₆O₉

6-hydroxyhexyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-(6-acetoxy-hexyloxy)-6-acetoxymethyl-tetrahydro-pyran-4-yl ester