2-(4-(allyloxymethyl)-2-chloro-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)phenyl)acetic acid

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Chemical Name:2-(4-(allyloxymethyl)-2-chloro-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)phenyl)acetic acid
CAS No.:1313513-47-1
Molecular Formula:C₄₆H₄₇ClO₈
Molecular Weight:763.327
Hs Code.:

Synonyms:2-(4-(allyloxymethyl)-2-chloro-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)phenyl)acetic acid

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Chemical Property of 2-(4-(allyloxymethyl)-2-chloro-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)phenyl)acetic acid

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Technology Process of 2-(4-(allyloxymethyl)-2-chloro-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)phenyl)acetic acid

There total 12 articles about 2-(4-(allyloxymethyl)-2-chloro-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)phenyl)acetic acid 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:

: C₄₆H₄₆ClNO₆

: 1313513-47-1
2-(4-(allyloxymethyl)-2-chloro-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)phenyl)acetic acid

Guidance literature:: C₄₆H₄₆ClNO₆; With sodium hydroxide; In ethanol; water; at 100 ℃; for 15h; Inert atmosphere;

With hydrogenchloride; In water; at 0 ℃;
DOI:10.1016/j.ejmech.2011.03.052

Reference yield:

: 1061314-02-0
2-bromo-5-chloro-4-methyl-benzoic acid methyl ester

: 1313513-47-1
2-(4-(allyloxymethyl)-2-chloro-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)phenyl)acetic acid

Guidance literature:: Multi-step reaction with 10 steps

1.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 15 h / 85 °C / Inert atmosphere

2.1: N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere

3.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 15 h / 20 °C / Inert atmosphere

3.2: 0 °C

4.1: 1H-imidazole; dmap / N,N-dimethyl-formamide / 15 h / 20 °C / Inert atmosphere

5.1: dimethylsulfide borane complex / tetrahydrofuran / 0 - 75 °C / Inert atmosphere

6.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C / Inert atmosphere

6.2: 0 - 20 °C / Inert atmosphere

7.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C / Inert atmosphere

7.2: -78 °C / Inert atmosphere

7.3: -50 - -10 °C / Inert atmosphere

8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C / Inert atmosphere

9.1: pyridine; phosphorus tribromide / diethyl ether / 0 - 20 °C / Inert atmosphere; Reflux

9.2: 1 h / 85 °C / Inert atmosphere

10.1: sodium hydroxide / ethanol; water / 15 h / 100 °C / Inert atmosphere

10.2: 0 °C

With pyridine; 1H-imidazole; dmap; N-Bromosuccinimide; n-butyllithium; lithium hydroxide monohydrate; 2,2'-azobis(isobutyronitrile); dimethylsulfide borane complex; tetrabutyl ammonium fluoride; phosphorus tribromide; sodium hydride; sodium hydroxide; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; ethanol; hexane; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.ejmech.2011.03.052

Reference yield:

: 1313513-41-5
methyl 2-bromo-4-(bromomethyl)-5-chlorobenzoate

: 1313513-47-1
2-(4-(allyloxymethyl)-2-chloro-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)phenyl)acetic acid

Guidance literature:: Multi-step reaction with 9 steps

1.1: N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere

2.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 15 h / 20 °C / Inert atmosphere

2.2: 0 °C

3.1: 1H-imidazole; dmap / N,N-dimethyl-formamide / 15 h / 20 °C / Inert atmosphere

4.1: dimethylsulfide borane complex / tetrahydrofuran / 0 - 75 °C / Inert atmosphere

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C / Inert atmosphere

5.2: 0 - 20 °C / Inert atmosphere

6.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C / Inert atmosphere

6.2: -78 °C / Inert atmosphere

6.3: -50 - -10 °C / Inert atmosphere

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C / Inert atmosphere

8.1: pyridine; phosphorus tribromide / diethyl ether / 0 - 20 °C / Inert atmosphere; Reflux

8.2: 1 h / 85 °C / Inert atmosphere

9.1: sodium hydroxide / ethanol; water / 15 h / 100 °C / Inert atmosphere

9.2: 0 °C

With pyridine; 1H-imidazole; dmap; n-butyllithium; lithium hydroxide monohydrate; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; phosphorus tribromide; sodium hydride; sodium hydroxide; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.ejmech.2011.03.052