N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-2-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-3-yl]-benzenesulfonamide

Base Information

• Chemical Name: N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-2-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-3-yl]-benzenesulfonamide
• CAS No.: 187879-75-0
• Molecular Formula: C₄₆H₄₉NO₁₀S
• Molecular Weight: 807.962
• Mol file: 187879-75-0.mol

Synonyms:N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-2-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-3-yl]-benzenesulfonamide

Chemical Property of N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-2-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-3-yl]-benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-2-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-3-yl]-benzenesulfonamide

There total 5 articles about N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-2-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-3-yl]-benzenesulfonamide 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: 90.0%

Acetic acid (2R,3S,4R,5R,6S)-5-benzenesulfonylamino-4-benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester (187879-68-1) → N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-2-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-3-yl]-benzenesulfonamide (187879-75-0)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1002/chem.19970031011

Reference yield:

4-O-acetyl-1,5-anhydro-3,6-di-O-benzyl-2-deoxy-D-arabino-hex-1-enitol (165524-87-8) → N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-2-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-3-yl]-benzenesulfonamide (187879-75-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 94 percent / iodonium-di-sym-collidine perchlorate / CH₂Cl₂ / 0 °C

2.1: 62 percent / LHMDS / dimethylformamide / -40 - 0 °C

3.1: MeOTf; 2,6-di-tert-butylpyridine / CH₂Cl₂ / 0 - 20 °C

3.2: NaOMe / methanol

With 2,6-di-tert-butyl-pyridine; iodonium(di-γ-collidine) perchlorate; methyl trifluoromethanesulfonate; lithium hexamethyldisilazane; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2006.02.080

Reference yield:

Acetic acid (2R,3R,4S,5S,6S)-6-benzenesulfonylamino-4-benzyloxy-2-benzyloxymethyl-5-iodo-tetrahydro-pyran-3-yl ester (187879-55-6) → N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-2-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-3-yl]-benzenesulfonamide (187879-75-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 62 percent / LHMDS / dimethylformamide / -40 - 0 °C

2.1: MeOTf; 2,6-di-tert-butylpyridine / CH₂Cl₂ / 0 - 20 °C

2.2: NaOMe / methanol

With 2,6-di-tert-butyl-pyridine; methyl trifluoromethanesulfonate; lithium hexamethyldisilazane; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2006.02.080

upstream raw materials:

Acetic acid (2R,3S,4R,5R,6S)-5-benzenesulfonylamino-4-benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester

3,6-di-O-benzyl-D-glucal

ethyl thioglycoside

4-O-acetyl-1,5-anhydro-3,6-di-O-benzyl-2-deoxy-D-arabino-hex-1-enitol