tri-tert-butyl 2,3,4,3',4'-penta-O-benzyl sucrose tricarboxylate

Base Information

• Chemical Name: tri-tert-butyl 2,3,4,3',4'-penta-O-benzyl sucrose tricarboxylate
• CAS No.: 955943-28-9
• Molecular Formula: C₅₉H₇₀O₁₄
• Molecular Weight: 1003.2
• Mol file: 955943-28-9.mol

Synonyms:tri-tert-butyl 2,3,4,3',4'-penta-O-benzyl sucrose tricarboxylate

Chemical Property of tri-tert-butyl 2,3,4,3',4'-penta-O-benzyl sucrose tricarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tri-tert-butyl 2,3,4,3',4'-penta-O-benzyl sucrose tricarboxylate

There total 4 articles about tri-tert-butyl 2,3,4,3',4'-penta-O-benzyl sucrose tricarboxylate 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: 51.0%

2,3,3’,4,4’-penta-O-benzylsucrose (175289-49-3) + tert-butyl alcohol (75-65-0) → tri-tert-butyl 2,3,4,3',4'-penta-O-benzyl sucrose tricarboxylate (955943-28-9)

Guidance literature:

With dipyridinium dichromate; acetic anhydride; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1016/j.carres.2007.06.024

Reference yield:

1’,6,6’-tri-O-tert-butyldimethylsilyl-2,3,3’,4,4’-penta-O-benzylsucrose (955943-31-4) → tri-tert-butyl 2,3,4,3',4'-penta-O-benzyl sucrose tricarboxylate (955943-28-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / TBAF / tetrahydrofuran / 60 °C

2: 51 percent / Ac₂O; PDC / CH₂Cl₂ / 4 h / 20 °C

With dipyridinium dichromate; tetrabutyl ammonium fluoride; acetic anhydride; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.carres.2007.06.024

Reference yield:

1’,6,6’-tri-O-tert-butyldimethylsilylsucrose (63734-13-4) → tri-tert-butyl 2,3,4,3',4'-penta-O-benzyl sucrose tricarboxylate (955943-28-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 53 percent / NaH / dimethylformamide / 15 h / 20 °C

2: 77 percent / TBAF / tetrahydrofuran / 60 °C

3: 51 percent / Ac₂O; PDC / CH₂Cl₂ / 4 h / 20 °C

With dipyridinium dichromate; tetrabutyl ammonium fluoride; acetic anhydride; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.carres.2007.06.024

upstream raw materials:

2,3,3’,4,4’-penta-O-benzylsucrose

tert-butyl alcohol

1’,6,6’-tri-O-tert-butyldimethylsilyl-2,3,3’,4,4’-penta-O-benzylsucrose

1’,6,6’-tri-O-tert-butyldimethylsilylsucrose

Downstream raw materials:

6,6,1',1',6',6'-hexadeutero-2,3,4,3',4'-penta-O-benzyl sucrose