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

Base Information

Chemical Name:5-{(2R,3S,5R,6R)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-3,5-bis-benzyloxy-tetrahydro-pyran-2-ylmethoxy}-pentylamine
CAS No.:170219-94-0
Molecular Formula:C₄₁H₄₈N₂O₇S
Molecular Weight:712.907
Hs Code.:

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

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

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

There total 15 articles about 5-{(2R,3S,5R,6R)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-3,5-bis-benzyloxy-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: 90.0%

: 170219-93-9
2-(N-phenylsulfonylindol-3-yl)ethyl 2,4-di-O-benzyl-3-deoxy-6-O-(5-azidopentyl)-β-D-glucocopyranoside

: 170219-94-0
5-{(2R,3S,5R,6R)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-3,5-bis-benzyloxy-tetrahydro-pyran-2-ylmethoxy}-pentylamine

Guidance literature:: With triphenylphosphine; In tetrahydrofuran; for 2.5h; Heating;

Reference yield:

: 526-55-6,930395-07-6
2-(3-indole)-ethanol

: 170219-94-0
5-{(2R,3S,5R,6R)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-3,5-bis-benzyloxy-tetrahydro-pyran-2-ylmethoxy}-pentylamine

Guidance literature:: Multi-step reaction with 10 steps

1: 99 percent / imidazole / dimethylformamide / 16 h / Ambient temperature

2: 1.) NaH / 1.) DMF, RT, 30 min, 2.) DMF, RT, 16 h

3: 84 percent / tetrabutylammonium fluoride / tetrahydrofuran / 16 h / Ambient temperature

4: 60 percent / 4A molecular sieves, Ag₂O / benzene; hexane / 72 h / Ambient temperature

5: 87 percent / CH₃ONa / methanol / 90 h / Ambient temperature

6: 87 percent / imidazole / dimethylformamide / 24 h / 50 °C

7: 1.) NaH, 2.) tetrabutylammonium iodide / 1.) THF, RT, 1 h, 2.) THF, RT, 3 d

8: 91 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h

9: NaH / CH₂Cl₂ / 24 h / Ambient temperature

10: 90 percent / triphenylphosphine / tetrahydrofuran / 2.5 h / Heating

With 1H-imidazole; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; triphenylphosphine; silver(l) oxide; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; benzene;

Reference yield:

: 34626-51-2
5-bromopentan-1-ol

: 170219-94-0
5-{(2R,3S,5R,6R)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-3,5-bis-benzyloxy-tetrahydro-pyran-2-ylmethoxy}-pentylamine

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / sodium azide / dimethylsulfoxide / 2.5 h / Ambient temperature

2: 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 0.17 h

3: NaH / CH₂Cl₂ / 24 h / Ambient temperature

4: 90 percent / triphenylphosphine / tetrahydrofuran / 2.5 h / Heating

With sodium azide; 2,6-di-tert-butyl-4-methylpyridine; sodium hydride; triphenylphosphine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;