4-O-benzyl-7-O-tert-butyldiphenylsilyl-D-glycero-D-gulo-heptono-1,5-lactone

Base Information

• Chemical Name: 4-O-benzyl-7-O-tert-butyldiphenylsilyl-D-glycero-D-gulo-heptono-1,5-lactone
• CAS No.: 145372-82-3
• Molecular Formula: C₃₀H₃₆O₇Si
• Molecular Weight: 536.697
• Mol file: 145372-82-3.mol

Synonyms:4-O-benzyl-7-O-tert-butyldiphenylsilyl-D-glycero-D-gulo-heptono-1,5-lactone

Chemical Property of 4-O-benzyl-7-O-tert-butyldiphenylsilyl-D-glycero-D-gulo-heptono-1,5-lactone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-O-benzyl-7-O-tert-butyldiphenylsilyl-D-glycero-D-gulo-heptono-1,5-lactone

There total 1 articles about 4-O-benzyl-7-O-tert-butyldiphenylsilyl-D-glycero-D-gulo-heptono-1,5-lactone 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: 84.0%

tert-butylchlorodiphenylsilane (58479-61-1) + 4-O-benzyl-D-glycero-D-gulo-heptono-1,5-lactone (27531-35-7) → 4-O-benzyl-7-O-tert-butyldiphenylsilyl-D-glycero-D-gulo-heptono-1,5-lactone (145372-82-3)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 16h; Ambient temperature;

DOI:10.1016/S0957-4166(00)86215-1

Reference yield: 72.0%

trifluoromethylsulfonic anhydride (358-23-6) + 4-O-benzyl-7-O-tert-butyldiphenylsilyl-D-glycero-D-gulo-heptono-1,5-lactone (145372-82-3) → 4-O-Benzyl-7-O-(tert-butyldiphenylsilyl)-2-O-trifluoromethylsulfonyl-D-glycero-D-gulo-heptono-1,5-lactone (152389-10-1)

Guidance literature:

With pyridine; In dichloromethane; at 0 ℃; for 0.166667h;

DOI:10.1039/p19960002151

Reference yield:

4-O-benzyl-7-O-tert-butyldiphenylsilyl-D-glycero-D-gulo-heptono-1,5-lactone (145372-82-3) → Methyl 2,5-anhydro-4-O-benzyl-7-O-(tert-butyldiphenylsilyl)-D-glycero-D-ido-heptonate (145372-83-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / pyridine / CH₂Cl₂ / 0.17 h / 0 °C

2: pyridine / 24 h / Ambient temperature

With pyridine; In dichloromethane;

DOI:10.1039/p19960002151

upstream raw materials:

tert-butylchlorodiphenylsilane

4-O-benzyl-D-glycero-D-gulo-heptono-1,5-lactone

Downstream raw materials:

4-O-Benzyl-7-O-(tert-butyldiphenylsilyl)-2-O-trifluoromethylsulfonyl-D-glycero-D-gulo-heptono-1,5-lactone

Methyl 2,5-anhydro-4-O-benzyl-7-O-(tert-butyldiphenylsilyl)-D-glycero-D-ido-heptonate

Methyl 2,5-anhydro-4-O-benzyl-D-glycero-D-ido-heptonate

Methyl 2,5-anhydro-D-glycero-D-ido-heptonate