5-[(2S,3S,4R,5R,6S)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-4-benzyloxy-3-(pyridin-3-ylmethoxy)-5-(1-trityl-1H-imidazol-4-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-pentylamine

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Chemical Name:5-[(2S,3S,4R,5R,6S)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-4-benzyloxy-3-(pyridin-3-ylmethoxy)-5-(1-trityl-1H-imidazol-4-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-pentylamine
CAS No.:543697-40-1
Molecular Formula:C₆₃H₆₅N₅O₈S
Molecular Weight:1052.3
Hs Code.:

5-[(2S,3S,4R,5R,6S)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-4-benzyloxy-3-(pyridin-3-ylmethoxy)-5-(1-trityl-1H-imidazol-4-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-pentylamine

Synonyms:5-[(2S,3S,4R,5R,6S)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-4-benzyloxy-3-(pyridin-3-ylmethoxy)-5-(1-trityl-1H-imidazol-4-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-pentylamine

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Chemical Property of 5-[(2S,3S,4R,5R,6S)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-4-benzyloxy-3-(pyridin-3-ylmethoxy)-5-(1-trityl-1H-imidazol-4-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-pentylamine

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Technology Process of 5-[(2S,3S,4R,5R,6S)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-4-benzyloxy-3-(pyridin-3-ylmethoxy)-5-(1-trityl-1H-imidazol-4-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-pentylamine

There total 14 articles about 5-[(2S,3S,4R,5R,6S)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-4-benzyloxy-3-(pyridin-3-ylmethoxy)-5-(1-trityl-1H-imidazol-4-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-pentylamine 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: 86.0%

: 1054635-01-6
3-{2-[(2S,3R,4R,5S,6S)-6-(5-Azido-pentyloxymethyl)-4-benzyloxy-5-(pyridin-3-ylmethoxy)-3-(1-trityl-1H-imidazol-4-ylmethoxy)-tetrahydro-pyran-2-yloxy]-ethyl}-1-benzenesulfonyl-1H-indole

: 543697-40-1
5-[(2S,3S,4R,5R,6S)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-4-benzyloxy-3-(pyridin-3-ylmethoxy)-5-(1-trityl-1H-imidazol-4-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-pentylamine

Guidance literature:: With triethylamine; diothiothreitol; In methanol; at 20 ℃; for 22h;
DOI:10.1021/jm0205088

Reference yield:

: 6959-48-4
3-chloromethylpyridinium chloride

: 543697-40-1
5-[(2S,3S,4R,5R,6S)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-4-benzyloxy-3-(pyridin-3-ylmethoxy)-5-(1-trityl-1H-imidazol-4-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-pentylamine

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrabutylammonium iodide; sodium hydride / tetrahydrofuran; dimethylformamide / 0.25 h

1.2: 76 percent / tetrabutylammonium iodide / tetrahydrofuran; dimethylformamide / 0.5 h

2.1: 86 percent / triethylamine; dithiothreitol / methanol / 22 h / 20 °C

With tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; diothiothreitol; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm0205088

Reference yield:

: 170220-11-8
5-azido-1-pentanol

: 543697-40-1
5-[(2S,3S,4R,5R,6S)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-4-benzyloxy-3-(pyridin-3-ylmethoxy)-5-(1-trityl-1H-imidazol-4-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-pentylamine

Guidance literature:: Multi-step reaction with 7 steps

1.1: 2,6-di-t-butyl-4-methyl-pyridine / CH₂Cl₂ / 0.25 h / 0 °C

2.1: 66 percent / CH₂Cl₂ / 12 h

3.1: 88 percent / tetrabutylammonium fluoride / tetrahydrofuran / 25 h / 20 °C

4.1: sodium hydride / tetrahydrofuran; dimethylformamide / 0.17 h

4.2: 66 percent / tetrabutylammonium iodide / tetrahydrofuran; dimethylformamide / 1 h / sonication

5.1: 94 percent / DDQ / CH₂Cl₂ / 8 h / 5 °C / pH 6

6.1: tetrabutylammonium iodide; sodium hydride / tetrahydrofuran; dimethylformamide / 0.25 h

6.2: 76 percent / tetrabutylammonium iodide / tetrahydrofuran; dimethylformamide / 0.5 h

7.1: 86 percent / triethylamine; dithiothreitol / methanol / 22 h / 20 °C

With 2,6-di-tert-butyl-4-methylpyridine; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; diothiothreitol; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm0205088