tert-Butyldimethylsilyl O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1-4)-3-O-benzyl-β-D-xylopyranoside

Base Information

• Chemical Name: tert-Butyldimethylsilyl O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1-4)-3-O-benzyl-β-D-xylopyranoside
• CAS No.: 142656-97-1
• Molecular Formula: C₄₇H₆₀O₁₁Si
• Molecular Weight: 829.072
• Mol file: 142656-97-1.mol

Synonyms:tert-Butyldimethylsilyl O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1-4)-3-O-benzyl-β-D-xylopyranoside

Chemical Property of tert-Butyldimethylsilyl O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1-4)-3-O-benzyl-β-D-xylopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-Butyldimethylsilyl O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1-4)-3-O-benzyl-β-D-xylopyranoside

There total 4 articles about tert-Butyldimethylsilyl O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1-4)-3-O-benzyl-β-D-xylopyranoside 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: 47.0%

O-(2-O-Acetyl-3,4,6-tri-O-benzyl-α-D-galactopyranosyl) trichloroacetimidate (130177-78-5) + tert-Butyldimethylsilyl 3-O-Benzyl-β-D-xylopyranoside (142656-96-0) → tert-Butyldimethylsilyl O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1-4)-3-O-benzyl-β-D-xylopyranoside (142656-97-1)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -25 ℃; for 0.5h;

Reference yield:

3-O-Benzyl-D-xylose → tert-Butyldimethylsilyl O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1-4)-3-O-benzyl-β-D-xylopyranoside (142656-97-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / imidazole / dimethylformamide / 2 h / -30 °C

2: 47 percent / BF₃*OEt₂ / CH₂Cl₂ / 0.5 h / -25 °C

With 1H-imidazole; boron trifluoride diethyl etherate; In dichloromethane; N,N-dimethyl-formamide;

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → tert-Butyldimethylsilyl O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1-4)-3-O-benzyl-β-D-xylopyranoside (142656-97-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / imidazole / dimethylformamide / 2 h / -30 °C

2: 47 percent / BF₃*OEt₂ / CH₂Cl₂ / 0.5 h / -25 °C

With 1H-imidazole; boron trifluoride diethyl etherate; In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

O-(2-O-Acetyl-3,4,6-tri-O-benzyl-α-D-galactopyranosyl) trichloroacetimidate

tert-Butyldimethylsilyl 3-O-Benzyl-β-D-xylopyranoside

tert-butyldimethylsilyl chloride

Downstream raw materials:

tert-Butyldimethylsilyl O-(2-O-Acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1-4)-2-O-acetyl-3-O-benzyl-β-D-xylopyranoside

tert-Butyldimethylsilyl O-(2-O-Acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1-4)-<(2,3,4-tri-O-benzyl-6-deoxy-β-D-glucopyranosyl)-(1-2)>-3-O-benzyl-β-D-xylopyranoside