8-methoxycarbonyloctyl-2,3,6,2',6'-penta-O-benzoyl-β-D-lactoside

Base Information

• Chemical Name: 8-methoxycarbonyloctyl-2,3,6,2',6'-penta-O-benzoyl-β-D-lactoside
• CAS No.: 160720-73-0
• Molecular Formula: C₅₇H₆₀O₁₈
• Molecular Weight: 1033.09
• Mol file: 160720-73-0.mol

Synonyms:8-methoxycarbonyloctyl-2,3,6,2',6'-penta-O-benzoyl-β-D-lactoside

Chemical Property of 8-methoxycarbonyloctyl-2,3,6,2',6'-penta-O-benzoyl-β-D-lactoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-methoxycarbonyloctyl-2,3,6,2',6'-penta-O-benzoyl-β-D-lactoside

There total 12 articles about 8-methoxycarbonyloctyl-2,3,6,2',6'-penta-O-benzoyl-β-D-lactoside 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: 100.0%

8-methoxycarbonyloctyl-2,3,6,2',6'-penta-O-benzoyl-3',4'-O-isopropylidene-β-D-lactoside (191034-33-0) → 8-methoxycarbonyloctyl-2,3,6,2',6'-penta-O-benzoyl-β-D-lactoside (160720-73-0)

Guidance literature:

With acetic acid; at 60 ℃;

DOI:10.1055/s-2004-831188

Reference yield:

methyl 9-hydroxynonanoate (34957-73-8) → 8-methoxycarbonyloctyl-2,3,6,2',6'-penta-O-benzoyl-β-D-lactoside (160720-73-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / BF₃*Et₂O / CH₂Cl₂ / 2 h

2: 97 percent / CF₃CO₂H / H₂O; CH₂Cl₂ / 6 h

With boron trifluoride diethyl etherate; trifluoroacetic acid; In dichloromethane; water;

DOI:10.1016/S0008-6215(97)00135-3

Reference yield:

Thexyldimethylsilyl (2,6-di-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside (196305-18-7) → 8-methoxycarbonyloctyl-2,3,6,2',6'-penta-O-benzoyl-β-D-lactoside (160720-73-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 96 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / -10 °C

2: 95 percent / DBU / CH₂Cl₂ / 3 h

3: 91 percent / BF₃*Et₂O / CH₂Cl₂ / 2 h

4: 97 percent / CF₃CO₂H / H₂O; CH₂Cl₂ / 6 h

With boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water;

DOI:10.1016/S0008-6215(97)00135-3

upstream raw materials:

8-methoxycarbonyloctyl-2,3,6,2',6'-penta-O-benzoyl-3',4'-O-isopropylidene-β-D-lactoside

2,3,6,2',3',4',6'-hepta-O-acetyl-lactose

methyl 9-hydroxynonanoate

benzoyl chloride

Downstream raw materials:

8-methoxycarbonyloctyl-4'-O-acetyl-2,3,6,2',6'-penta-O-benzoyl-β-D-lactoside