N-[(2R,3R,4R,5R,6R)-2-Benzyloxy-4-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-5-((2S,3R,4S,5S,6R)-3,4,5-tris-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide

Base Information

• Chemical Name: N-[(2R,3R,4R,5R,6R)-2-Benzyloxy-4-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-5-((2S,3R,4S,5S,6R)-3,4,5-tris-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide
• CAS No.: 86427-89-6
• Molecular Formula: C₃₉H₇₉NO₁₁Si₆
• Molecular Weight: 906.569
• Mol file: 86427-89-6.mol

Synonyms:N-[(2R,3R,4R,5R,6R)-2-Benzyloxy-4-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-5-((2S,3R,4S,5S,6R)-3,4,5-tris-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide

Chemical Property of N-[(2R,3R,4R,5R,6R)-2-Benzyloxy-4-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-5-((2S,3R,4S,5S,6R)-3,4,5-tris-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(2R,3R,4R,5R,6R)-2-Benzyloxy-4-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-5-((2S,3R,4S,5S,6R)-3,4,5-tris-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide

There total 1 articles about N-[(2R,3R,4R,5R,6R)-2-Benzyloxy-4-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-5-((2S,3R,4S,5S,6R)-3,4,5-tris-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide 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:

chloro-trimethyl-silane (75-77-4) + Benzyl-β-D-N-acetyllactosamine (53167-38-7) → N-[(2R,3R,4R,5R,6R)-2-Benzyloxy-4-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-5-((2S,3R,4S,5S,6R)-3,4,5-tris-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide (86427-89-6)

Guidance literature:

With 1,1,1,3,3,3-hexamethyl-disilazane; Yield given. Multistep reaction; 1.) pyridine; 2.) 60 deg C, 24 h;

DOI:10.1016/0008-6215(83)88254-8

Reference yield: 86.0%

acetic anhydride (108-24-7) + N-[(2R,3R,4R,5R,6R)-2-Benzyloxy-4-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-5-((2S,3R,4S,5S,6R)-3,4,5-tris-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide (86427-89-6) → Acetic acid (2R,3S,4S,5R,6S)-6-((2R,3R,4R,5R,6R)-2-acetoxymethyl-5-acetylamino-6-benzyloxy-4-trimethylsilanyloxy-tetrahydro-pyran-3-yloxy)-3,4,5-tris-trimethylsilanyloxy-tetrahydro-pyran-2-ylmethyl ester (86427-90-9)

Guidance literature:

With acetic acid; In pyridine; for 40h; Ambient temperature;

DOI:10.1016/0008-6215(83)88254-8

Reference yield:

N-[(2R,3R,4R,5R,6R)-2-Benzyloxy-4-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-5-((2S,3R,4S,5S,6R)-3,4,5-tris-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide (86427-89-6) → benzyl 2-acetamido-6-O-acetyl-4-O-(6-O-acetyl-β-D-galactopyranosyl)-2-deoxy-β-D-glucopyranoside (86427-91-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / glacial acetic acid / pyridine / 40 h / Ambient temperature

2: 84 percent / 30percent acetic acid / methanol / 6 h / Ambient temperature

With acetic acid; In pyridine; methanol;

DOI:10.1016/0008-6215(83)88254-8

upstream raw materials:

chloro-trimethyl-silane

Benzyl-β-D-N-acetyllactosamine

Downstream raw materials:

Acetic acid (2R,3S,4S,5R,6S)-6-((2R,3R,4R,5R,6R)-2-acetoxymethyl-5-acetylamino-6-benzyloxy-4-trimethylsilanyloxy-tetrahydro-pyran-3-yloxy)-3,4,5-tris-trimethylsilanyloxy-tetrahydro-pyran-2-ylmethyl ester

benzyl 2-acetamido-6-O-acetyl-4-O-(6-O-acetyl-β-D-galactopyranosyl)-2-deoxy-β-D-glucopyranoside

Acetic acid (3aS,4R,6S,7R,7aR)-6-((2R,3S,4R,5R,6R)-2-acetoxymethyl-5-acetylamino-6-benzyloxy-4-hydroxy-tetrahydro-pyran-3-yloxy)-7-hydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethyl ester