tert-butylphenyl-1H,1H,2H,2H-heptadecafluorodecyloxysilyl 3,4,6-tri-O-acetyl-2-deoxy-2-acetyl-β-D-glucopyranoside

Base Information

• Chemical Name: tert-butylphenyl-1H,1H,2H,2H-heptadecafluorodecyloxysilyl 3,4,6-tri-O-acetyl-2-deoxy-2-acetyl-β-D-glucopyranoside
• CAS No.: 658714-97-7
• Molecular Formula: C₃₄H₃₈F₁₇NO₁₀Si
• Molecular Weight: 971.735
• Mol file: 658714-97-7.mol

Synonyms:tert-butylphenyl-1H,1H,2H,2H-heptadecafluorodecyloxysilyl 3,4,6-tri-O-acetyl-2-deoxy-2-acetyl-β-D-glucopyranoside

Chemical Property of tert-butylphenyl-1H,1H,2H,2H-heptadecafluorodecyloxysilyl 3,4,6-tri-O-acetyl-2-deoxy-2-acetyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butylphenyl-1H,1H,2H,2H-heptadecafluorodecyloxysilyl 3,4,6-tri-O-acetyl-2-deoxy-2-acetyl-β-D-glucopyranoside

There total 1 articles about tert-butylphenyl-1H,1H,2H,2H-heptadecafluorodecyloxysilyl 3,4,6-tri-O-acetyl-2-deoxy-2-acetyl-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: 85.0%

2-deoxy-2-acetamido-3,4,6-tri-O-acetyl-D-glucopyranose (10294-12-9,10353-11-4,70749-28-9,76612-22-1,116559-73-0,147129-68-8,34051-43-9) + tert-butyl-phenyl-1H,1H,2H,2H-heptadecafluorodecyloxysilyl bromide (243645-01-4) → tert-butylphenyl-1H,1H,2H,2H-heptadecafluorodecyloxysilyl 3,4,6-tri-O-acetyl-2-deoxy-2-acetyl-β-D-glucopyranoside (658714-97-7)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1039/b311448a

Reference yield: 100.0%

tert-butylphenyl-1H,1H,2H,2H-heptadecafluorodecyloxysilyl 3,4,6-tri-O-acetyl-2-deoxy-2-acetyl-β-D-glucopyranoside (658714-97-7) → tert-butylphenyl-1H,1H,2H,2H-heptadecafluorodecyloxysilyl 2-deoxy-2-acetyl-β-D-glucopyranoside (658714-98-8)

Guidance literature:

With sodium methylate; In methanol; for 0.5h;

DOI:10.1039/b311448a

Reference yield:

tert-butylphenyl-1H,1H,2H,2H-heptadecafluorodecyloxysilyl 3,4,6-tri-O-acetyl-2-deoxy-2-acetyl-β-D-glucopyranoside (658714-97-7) → 4,6-O-benzylidene-2-deoxy-2-acetyl-3-O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl]-β-D-glucopyranoside

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / MeONa / methanol / 0.5 h

2: 75 percent / cfphorsulfonic acid / acetonitrile / 1 h / 20 °C

3: 78 percent / TMSOTf / CH₂Cl₂ / 0.25 h / -20 °C

4: 62 percent / TBAF / tetrahydrofuran / 0.08 h / 0 °C

With trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; sodium methylate; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;

DOI:10.1039/b311448a

upstream raw materials:

2-deoxy-2-acetamido-3,4,6-tri-O-acetyl-D-glucopyranose

tert-butyl-phenyl-1H,1H,2H,2H-heptadecafluorodecyloxysilyl bromide

Downstream raw materials:

tert-butylphenyl-1H,1H,2H,2H-heptadecafluorodecyloxysilyl 2-deoxy-2-acetyl-β-D-glucopyranoside

tert-butylphenyl-1H,1H,2H,2H-heptadecafluorodecyloxysilyl 4,6-O-benzylidene-2-deoxy-2-acetyl-β-D-glucopyranoside