4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-undecanoic acid methyl-[4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-phenyl]-amide

Base Information

• Chemical Name: 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-undecanoic acid methyl-[4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-phenyl]-amide
• CAS No.: 724733-10-2
• Molecular Formula: C₅₂H₄₆F₁₇NO₆S
• Molecular Weight: 1135.98
• Mol file: 724733-10-2.mol

Synonyms:4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-undecanoic acid methyl-[4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-phenyl]-amide

Chemical Property of 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-undecanoic acid methyl-[4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-phenyl]-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-undecanoic acid methyl-[4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-phenyl]-amide

There total 6 articles about 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-undecanoic acid methyl-[4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-phenyl]-amide 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: 76.0%

benzyl bromide (100-39-0) + 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-undecanoic acid methyl-[4-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-ylsulfanyl)-phenyl]-amide (724733-06-6) → 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-undecanoic acid methyl-[4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-phenyl]-amide (724733-10-2)

Guidance literature:

With sodium hydroxide; tetrabutylammomium bromide; In dichloromethane; water; at 20 ℃; for 20h;

DOI:10.1016/j.tetlet.2004.04.116

Reference yield:

4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-undecanoic acid (4-mercapto-phenyl)-methyl-amide (724733-04-4) → 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-undecanoic acid methyl-[4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-phenyl]-amide (724733-10-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / Na₂CO₃ / H₂O; ethyl acetate / 2 h / 20 °C

2: 100 percent / CH₃ONa / methanol / 5 h / 20 °C

3: 76 percent / NaOH; tetrabutylammonium bromide / H₂O; CH₂Cl₂ / 20 h / 20 °C

With sodium hydroxide; tetrabutylammomium bromide; sodium methylate; sodium carbonate; In methanol; dichloromethane; water; ethyl acetate;

DOI:10.1016/j.tetlet.2004.04.116

Reference yield:

4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-undecanoic acid (4-methanesulfinyl-phenyl)-methyl-amide (724733-03-3) → 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-undecanoic acid methyl-[4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-phenyl]-amide (724733-10-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: trifluoroacetic anhydride / 0.83 h / 40 °C

1.2: 75 percent / NaOH / H₂O / 2 h / 0 °C

2.1: 100 percent / Na₂CO₃ / H₂O; ethyl acetate / 2 h / 20 °C

3.1: 100 percent / CH₃ONa / methanol / 5 h / 20 °C

4.1: 76 percent / NaOH; tetrabutylammonium bromide / H₂O; CH₂Cl₂ / 20 h / 20 °C

With sodium hydroxide; tetrabutylammomium bromide; sodium methylate; sodium carbonate; trifluoroacetic anhydride; In methanol; dichloromethane; water; ethyl acetate;

DOI:10.1016/j.tetlet.2004.04.116

upstream raw materials:

benzyl bromide

4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-undecanoic acid methyl-[4-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-ylsulfanyl)-phenyl]-amide

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

4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-undecanoic acid (4-mercapto-phenyl)-methyl-amide

Downstream raw materials:

methyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-D-galactopyranosyl)-α-D-glucopyranoside