Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-6-((2R,3S,4R,5R,6S)-5-amino-4-benzyloxy-2-benzyloxymethyl-6-ethylsulfanyl-tetrahydro-pyran-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yl ester

Base Information

• Chemical Name: Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-6-((2R,3S,4R,5R,6S)-5-amino-4-benzyloxy-2-benzyloxymethyl-6-ethylsulfanyl-tetrahydro-pyran-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yl ester
• CAS No.: 906650-50-8
• Molecular Formula: C₄₆H₅₅NO₁₁S
• Molecular Weight: 830.009
• Mol file: 906650-50-8.mol

Synonyms:Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-6-((2R,3S,4R,5R,6S)-5-amino-4-benzyloxy-2-benzyloxymethyl-6-ethylsulfanyl-tetrahydro-pyran-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yl ester

Chemical Property of Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-6-((2R,3S,4R,5R,6S)-5-amino-4-benzyloxy-2-benzyloxymethyl-6-ethylsulfanyl-tetrahydro-pyran-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-6-((2R,3S,4R,5R,6S)-5-amino-4-benzyloxy-2-benzyloxymethyl-6-ethylsulfanyl-tetrahydro-pyran-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yl ester

There total 3 articles about Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-6-((2R,3S,4R,5R,6S)-5-amino-4-benzyloxy-2-benzyloxymethyl-6-ethylsulfanyl-tetrahydro-pyran-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yl ester 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: 77.0%

Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-5-benzyloxy-6-[(2R,3S,4R,5R,6S)-4-benzyloxy-2-benzyloxymethyl-6-ethylsulfanyl-5-(2-trimethylsilanyl-ethanesulfonylamino)-tetrahydro-pyran-3-yloxy]-2-benzyloxymethyl-tetrahydro-pyran-4-yl ester (906650-33-7) → Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-6-((2R,3S,4R,5R,6S)-5-amino-4-benzyloxy-2-benzyloxymethyl-6-ethylsulfanyl-tetrahydro-pyran-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yl ester (906650-50-8)

Guidance literature:

With cesium fluoride; In N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2006.05.086

Reference yield:

2-Trimethylsilanyl-ethanesulfonic acid [(2S,3R,4R,5S,6R)-4-benzyloxy-5-((2S,3R,4S,5R,6R)-3-benzyloxy-6-benzyloxymethyl-4,5-dihydroxy-tetrahydro-pyran-2-yloxy)-6-benzyloxymethyl-2-ethylsulfanyl-tetrahydro-pyran-3-yl]-amide (906650-49-5) → Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-6-((2R,3S,4R,5R,6S)-5-amino-4-benzyloxy-2-benzyloxymethyl-6-ethylsulfanyl-tetrahydro-pyran-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yl ester (906650-50-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / pyridine

2: 77 percent / CsF / dimethylformamide

With pyridine; cesium fluoride; In N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2006.05.086

Reference yield:

2-Trimethylsilanyl-ethanesulfonic acid [(2S,3R,4R,5S,6R)-4-benzyloxy-5-((3aS,4R,6S,7R,7aS)-7-benzyloxy-4-benzyloxymethyl-2-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-6-benzyloxymethyl-2-ethylsulfanyl-tetrahydro-pyran-3-yl]-amide → Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-6-((2R,3S,4R,5R,6S)-5-amino-4-benzyloxy-2-benzyloxymethyl-6-ethylsulfanyl-tetrahydro-pyran-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yl ester (906650-50-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / NaOMe / methanol

2: 92 percent / pyridine

3: 77 percent / CsF / dimethylformamide

With pyridine; sodium methylate; cesium fluoride; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2006.05.086

upstream raw materials:

Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-5-benzyloxy-6-[(2R,3S,4R,5R,6S)-4-benzyloxy-2-benzyloxymethyl-6-ethylsulfanyl-5-(2-trimethylsilanyl-ethanesulfonylamino)-tetrahydro-pyran-3-yloxy]-2-benzyloxymethyl-tetrahydro-pyran-4-yl ester

2-Trimethylsilanyl-ethanesulfonic acid [(2S,3R,4R,5S,6R)-4-benzyloxy-5-((2S,3R,4S,5R,6R)-3-benzyloxy-6-benzyloxymethyl-4,5-dihydroxy-tetrahydro-pyran-2-yloxy)-6-benzyloxymethyl-2-ethylsulfanyl-tetrahydro-pyran-3-yl]-amide

Downstream raw materials:

ethyl 4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-5-benzyloxy-6-[(2R,3S,4R,5R,6S)-4-benzyloxy-2-benzyloxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-ethylsulfanyl-tetrahydro-pyran-3-yloxy]-2-benzyloxymethyl-tetrahydro-pyran-4-yl ester