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

Base Information

Chemical Name:5-[(2R,3R,4S,5R,6R)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-4,5-bis-benzyloxy-3-(6-chloro-pyridin-3-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-pentylamine
CAS No.:543697-25-2
Molecular Formula:C₄₇H₅₂ClN₃O₈S
Molecular Weight:854.464
Hs Code.:

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

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

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

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

There total 3 articles about 5-[(2R,3R,4S,5R,6R)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-4,5-bis-benzyloxy-3-(6-chloro-pyridin-3-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: 81.0%

: 543697-50-3
3-{2-[(2R,3R,4S,5R,6R)-6-(5-Azido-pentyloxymethyl)-3,4-bis-benzyloxy-5-(6-chloro-pyridin-3-ylmethoxy)-tetrahydro-pyran-2-yloxy]-ethyl}-1-benzenesulfonyl-1H-indole

: 543697-25-2
5-[(2R,3R,4S,5R,6R)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-4,5-bis-benzyloxy-3-(6-chloro-pyridin-3-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-pentylamine

Guidance literature:: With triphenylphosphine; In tetrahydrofuran; for 3h; Heating;
DOI:10.1021/jm0205088

Reference yield:

: 70258-18-3
2-chloro-5-(chloromethyl)pyridine

: 543697-25-2
5-[(2R,3R,4S,5R,6R)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-4,5-bis-benzyloxy-3-(6-chloro-pyridin-3-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-pentylamine

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride; tetrabutylammonium iodide / tetrahydrofuran / 0.17 h / 20 °C

1.2: sodium hydride / tetrahydrofuran / 1 h

2.1: 81 percent / aq. triphenylphosphine / tetrahydrofuran / 3 h / Heating

With tetra-(n-butyl)ammonium iodide; sodium hydride; triphenylphosphine; In tetrahydrofuran; 2.1: Staudinger reduction;
DOI:10.1021/jm0205088

Reference yield:

: (2R,3R,4S,5R,6R)-2-(5-Azido-pentyloxymethyl)-6-[2-(1-benzenesulfonyl-1H-indol-3-yl)-ethoxy]-4,5-bis-benzyloxy-tetrahydro-pyran-3-ol

: 543697-25-2
5-[(2R,3R,4S,5R,6R)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-4,5-bis-benzyloxy-3-(6-chloro-pyridin-3-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-pentylamine

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride; tetrabutylammonium iodide / tetrahydrofuran / 0.17 h / 20 °C

1.2: sodium hydride / tetrahydrofuran / 1 h

2.1: 81 percent / aq. triphenylphosphine / tetrahydrofuran / 3 h / Heating

With tetra-(n-butyl)ammonium iodide; sodium hydride; triphenylphosphine; In tetrahydrofuran; 2.1: Staudinger reduction;
DOI:10.1021/jm0205088