tert-butyldimethylsilyl 2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-β-D-galactopyranoside

Base Information

• Chemical Name: tert-butyldimethylsilyl 2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-β-D-galactopyranoside
• CAS No.: 1428421-58-2
• Molecular Formula: C₃₉H₅₈O₆Si₂
• Molecular Weight: 679.057

Synonyms:tert-butyldimethylsilyl 2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-β-D-galactopyranoside

Chemical Property of tert-butyldimethylsilyl 2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-β-D-galactopyranoside

Chemical Property:

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Technology Process of tert-butyldimethylsilyl 2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-β-D-galactopyranoside

There total 3 articles about tert-butyldimethylsilyl 2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-β-D-galactopyranoside 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: 78.0%

2,3,4-tri-O-benzyl-D-galactopyranoside (2771-55-3) + tert-butyldimethylsilyl chloride (18162-48-6) → 2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-D-galactopyranose + tert-butyldimethylsilyl 2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-β-D-galactopyranoside (1428421-58-2)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 20 ℃; for 1.5h;

DOI:10.1016/j.carres.2013.01.010

Reference yield:

1,6-di-O-acetyl-2,3,4-tri-O-benzyl-α/β-D-galactopyranose (61277-56-3) → 2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-D-galactopyranose + tert-butyldimethylsilyl 2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-β-D-galactopyranoside (1428421-58-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / methanol / 1 h / 20 °C

2: 1H-imidazole / dichloromethane / 1.5 h / 20 °C

With 1H-imidazole; potassium hydroxide; In methanol; dichloromethane;

DOI:10.1016/j.carres.2013.01.010

Reference yield:

methyl 2,3,4,6-tetra-O-benzyl-α-D-galactopyranoside (53008-63-2) → 2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-D-galactopyranose + tert-butyldimethylsilyl 2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-β-D-galactopyranoside (1428421-58-2)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid / 1 h / 20 °C

2: potassium hydroxide / methanol / 1 h / 20 °C

3: 1H-imidazole / dichloromethane / 1.5 h / 20 °C

With 1H-imidazole; sulfuric acid; potassium hydroxide; In methanol; dichloromethane;

DOI:10.1016/j.carres.2013.01.010

upstream raw materials:

1,6-di-O-acetyl-2,3,4-tri-O-benzyl-α/β-D-galactopyranose

2,3,4-tri-O-benzyl-D-galactopyranoside

tert-butyldimethylsilyl chloride

methyl 2,3,4,6-tetra-O-benzyl-α-D-galactopyranoside

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