cyclohexyl 2,3-di-O-benzyl-4,6-bis-O-(tert-butyldimethylsilyl)-β-D-glucopyranoside

Base Information

• Chemical Name: cyclohexyl 2,3-di-O-benzyl-4,6-bis-O-(tert-butyldimethylsilyl)-β-D-glucopyranoside
• CAS No.: 160204-42-2
• Molecular Formula: C₃₈H₆₂O₆Si₂
• Molecular Weight: 671.078
• Mol file: 160204-42-2.mol

Synonyms:cyclohexyl 2,3-di-O-benzyl-4,6-bis-O-(tert-butyldimethylsilyl)-β-D-glucopyranoside

Chemical Property of cyclohexyl 2,3-di-O-benzyl-4,6-bis-O-(tert-butyldimethylsilyl)-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cyclohexyl 2,3-di-O-benzyl-4,6-bis-O-(tert-butyldimethylsilyl)-β-D-glucopyranoside

There total 4 articles about cyclohexyl 2,3-di-O-benzyl-4,6-bis-O-(tert-butyldimethylsilyl)-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:

1,4,6-Tri-O-acetyl-2,3-di-O-benzyl-α-D-glucopyranose (18933-72-7) → cyclohexyl 2,3-di-O-benzyl-4,6-bis-O-(tert-butyldimethylsilyl)-β-D-glucopyranoside (160204-42-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 770 mg / hydrogen bromide / CH₂Cl₂; acetic acid / 0 °C

2: silver silicate / toluene / 0.5 h / -15 °C

3: 93 percent / triethylamine / methanol; H₂O

4: imidazole / dimethylformamide / 24 h

With 1H-imidazole; silver silicate; hydrogen bromide; triethylamine; In methanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0040-4020(01)89567-3

Reference yield:

4,6-di-O-acetyl-2,3-di-O-benzyl-α-D-glucopyranosyl bromide (160204-37-5) → cyclohexyl 2,3-di-O-benzyl-4,6-bis-O-(tert-butyldimethylsilyl)-β-D-glucopyranoside (160204-42-2)

Guidance literature:

Multi-step reaction with 3 steps

1: silver silicate / toluene / 0.5 h / -15 °C

2: 93 percent / triethylamine / methanol; H₂O

3: imidazole / dimethylformamide / 24 h

With 1H-imidazole; silver silicate; triethylamine; In methanol; water; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0040-4020(01)89567-3

Reference yield:

cyclohexyl 4,6-di-O-acetyl-2,3-di-O-benzyl-β-D-glucopyranoside (160204-38-6) → cyclohexyl 2,3-di-O-benzyl-4,6-bis-O-(tert-butyldimethylsilyl)-β-D-glucopyranoside (160204-42-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / triethylamine / methanol; H₂O

2: imidazole / dimethylformamide / 24 h

With 1H-imidazole; triethylamine; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)89567-3

upstream raw materials:

tert-butyldimethylsilyl chloride

cyclohexyl 2,3-di-O-benzyl-β-D-glucopyranoside

1,4,6-Tri-O-acetyl-2,3-di-O-benzyl-α-D-glucopyranose

4,6-di-O-acetyl-2,3-di-O-benzyl-α-D-glucopyranosyl bromide