toralactone 9-O-yl 6-O-acetyl-2,3,4-tri-O-benzoyl-β-D-glucopyranoside

Base Information

• Chemical Name: toralactone 9-O-yl 6-O-acetyl-2,3,4-tri-O-benzoyl-β-D-glucopyranoside
• CAS No.: 590368-07-3
• Molecular Formula: C₄₄H₃₆O₁₄
• Molecular Weight: 788.761
• Mol file: 590368-07-3.mol

Synonyms:toralactone 9-O-yl 6-O-acetyl-2,3,4-tri-O-benzoyl-β-D-glucopyranoside

Chemical Property of toralactone 9-O-yl 6-O-acetyl-2,3,4-tri-O-benzoyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of toralactone 9-O-yl 6-O-acetyl-2,3,4-tri-O-benzoyl-β-D-glucopyranoside

There total 6 articles about toralactone 9-O-yl 6-O-acetyl-2,3,4-tri-O-benzoyl-β-D-glucopyranoside 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%

Toralactone (41743-74-2) + 6-O-acetyl-2,3,4-tri-O-benzoyl-D-glucopyranosyl (N-phenyl)trifluoroacetimidate (590368-14-2) → C29H24O9 + toralactone 9-O-yl 6-O-acetyl-2,3,4-tri-O-benzoyl-β-D-glucopyranoside (590368-07-3)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jo034223u

Reference yield: 82.0%

Toralactone (41743-74-2) + 6-O-acetyl-2,3,4-tri-O-benzoyl-D-glucopyranosyl trichloroacetimidate (485807-57-6) → toralactone 9-O-yl 6-O-acetyl-2,3,4-tri-O-benzoyl-β-D-glucopyranoside (590368-07-3)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 - 20 ℃; for 27h;

DOI:10.1021/jo034223u

Reference yield:

10-hydroxy-7,9-dimethoxy-3-methyl-1H-benzo[g]isochromen-1-on-9-O-methyllactone (71602-63-6) → toralactone 9-O-yl 6-O-acetyl-2,3,4-tri-O-benzoyl-β-D-glucopyranoside (590368-07-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / BBr₃ / CH₂Cl₂ / 7 h / 20 °C

2: tetrabutylammonium bromide; borate buffer / CHCl₃ / 12 h / 52 °C / pH 10.8

With borate buffer; tetrabutylammomium bromide; boron tribromide; In dichloromethane; chloroform;

DOI:10.1021/jo034223u

upstream raw materials:

Toralactone

6-O-acetyl-2,3,4-tri-O-benzoyl-D-glucopyranosyl trichloroacetimidate

6-O-acetyl-2,3,4-tri-O-benzoyl-D-glucopyranosyl (N-phenyl)trifluoroacetimidate

10-hydroxy-7,9-dimethoxy-3-methyl-1H-benzo[g]isochromen-1-on-9-O-methyllactone

Downstream raw materials:

toralactone 9-O-yl 2,3,4-tri-O-benzoyl-β-D-glucopyranoside

cassiaside C

toralactone 9-O-yl 6-O-acetyl-2,3,4-tri-O-benzoyl-β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-glucopyranoside