1,2,3,4-tetra-O-acetyl-6-O-tert-butyldiphenylsilyl-α/β-D-glucopyranose

Base Information

• Chemical Name: 1,2,3,4-tetra-O-acetyl-6-O-tert-butyldiphenylsilyl-α/β-D-glucopyranose
• CAS No.: 224778-57-8
• Molecular Formula: C₃₀H₃₈O₁₀Si
• Molecular Weight: 586.711
• Mol file: 224778-57-8.mol

Synonyms:1,2,3,4-tetra-O-acetyl-6-O-tert-butyldiphenylsilyl-α/β-D-glucopyranose

Chemical Property of 1,2,3,4-tetra-O-acetyl-6-O-tert-butyldiphenylsilyl-α/β-D-glucopyranose

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2,3,4-tetra-O-acetyl-6-O-tert-butyldiphenylsilyl-α/β-D-glucopyranose

There total 7 articles about 1,2,3,4-tetra-O-acetyl-6-O-tert-butyldiphenylsilyl-α/β-D-glucopyranose 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: 98.0%

1,2,3,4-tetra-O-acetyl-D-glucopyranose (65620-65-7) + tert-butylchlorodiphenylsilane (58479-61-1) → 1,2,3,4-tetra-O-acetyl-6-O-tert-butyldiphenylsilyl-α/β-D-glucopyranose (224778-57-8)

Guidance literature:

With 1H-imidazole; In dichloromethane;

DOI:10.1021/jo982447k

Reference yield: 75.0%

D-Glucose (2280-44-6) + acetic anhydride (108-24-7) + tert-butylchlorodiphenylsilane (58479-61-1) → 1,2,3,4-tetra-O-acetyl-6-O-tert-butyldiphenylsilyl-α/β-D-glucopyranose (224778-57-8)

Guidance literature:

D-Glucose; tert-butylchlorodiphenylsilane; With pyridine; at 65 ℃; for 72h; Inert atmosphere;

acetic anhydride; With pyridine; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1002/anie.201306391

Reference yield:

acetic anhydride (108-24-7) + 6-O-(tert-butyldiphenylsilyl)-D-glucopyranose (108535-19-9) → 1,2,3,4-tetra-O-acetyl-6-O-tert-butyldiphenylsilyl-α/β-D-glucopyranose (224778-57-8)

Guidance literature:

With pyridine; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/pola.26771

upstream raw materials:

1,2,3,4-tetra-O-acetyl-D-glucopyranose

tert-butylchlorodiphenylsilane

acetic anhydride

6-O-(tert-butyldiphenylsilyl)-D-glucopyranose

Downstream raw materials:

3,4-di-O-acetyl-6-O-(tert-butyl diphenylsilyl)-D-glucal

2,3,4-tri-O-acetyl-6-O-[(1,1-dimethylethyl)diphenylsilyl]-α-D-glucopyranosyl bromide