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

Base Information

• Chemical Name: cyclohexyl 2,3-di-O-benzyl-β-D-glucopyranoside
• CAS No.: 160204-40-0
• Molecular Formula: C₂₆H₃₄O₆
• Molecular Weight: 442.552
• Mol file: 160204-40-0.mol

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

Chemical Property of cyclohexyl 2,3-di-O-benzyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

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• Pictogram(s):  
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MSDS Files:

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Technology Process of cyclohexyl 2,3-di-O-benzyl-β-D-glucopyranoside

There total 3 articles about cyclohexyl 2,3-di-O-benzyl-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: 93.0%

cyclohexyl 4,6-di-O-acetyl-2,3-di-O-benzyl-β-D-glucopyranoside (160204-38-6) → cyclohexyl 2,3-di-O-benzyl-β-D-glucopyranoside (160204-40-0)

Guidance literature:

With triethylamine; In methanol; water;

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

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-β-D-glucopyranoside (160204-40-0)

Guidance literature:

Multi-step reaction with 3 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

With silver silicate; hydrogen bromide; triethylamine; In methanol; dichloromethane; water; acetic acid; 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-β-D-glucopyranoside (160204-40-0)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 93 percent / triethylamine / methanol; H₂O

With silver silicate; triethylamine; In methanol; water; toluene;

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

upstream raw materials:

cyclohexyl 4,6-di-O-acetyl-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

Downstream raw materials:

cyclohexyl 2,3-di-O-benzyl-4,6-bis-O-trimethylsilyl-β-D-glucopyranoside

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

Refernces