2-((1R,2R,3S)-1-Bromomethyl-2-fluoro-3-nitromethyl-4-phenyl-butoxy)-tetrahydro-pyran

Base Information

Chemical Name:2-((1R,2R,3S)-1-Bromomethyl-2-fluoro-3-nitromethyl-4-phenyl-butoxy)-tetrahydro-pyran
CAS No.:360558-61-8
Molecular Formula:C₁₇H₂₃BrFNO₄
Molecular Weight:404.276
Hs Code.:

Synonyms:2-((1R,2R,3S)-1-Bromomethyl-2-fluoro-3-nitromethyl-4-phenyl-butoxy)-tetrahydro-pyran

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Chemical Property of 2-((1R,2R,3S)-1-Bromomethyl-2-fluoro-3-nitromethyl-4-phenyl-butoxy)-tetrahydro-pyran

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Technology Process of 2-((1R,2R,3S)-1-Bromomethyl-2-fluoro-3-nitromethyl-4-phenyl-butoxy)-tetrahydro-pyran

There total 8 articles about 2-((1R,2R,3S)-1-Bromomethyl-2-fluoro-3-nitromethyl-4-phenyl-butoxy)-tetrahydro-pyran 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: 96.0%

: 110-87-2
3,4-dihydro-2H-pyran

: 360558-60-7
(2R,3R,4S)-1-bromo-3-fluoro-2-hydroxy-4-(nitromethyl)-5-phenylpentane

: 360558-61-8
2-((1R,2R,3S)-1-Bromomethyl-2-fluoro-3-nitromethyl-4-phenyl-butoxy)-tetrahydro-pyran

Guidance literature:: With toluene-4-sulfonic acid; at 23 ℃; for 13h;
DOI:10.1021/ja010113y

Reference yield:

: (R)-2-Fluoro-3-nitromethyl-4-phenyl-butyryl chloride

: 360558-61-8
2-((1R,2R,3S)-1-Bromomethyl-2-fluoro-3-nitromethyl-4-phenyl-butoxy)-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 4 steps

1: 3.41 g / tetrahydrofuran; hexane / 2 h / 0 °C

2: 96 percent / glacial acetic acid; aq. HBr / 0.17 h / 0 °C

3: 29 percent / lithium borohydride / tetrahydrofuran / -100 - -78 °C

4: 96 percent / p-toluenesulfonic acid monohydrate / 13 h / 23 °C

With lithium borohydride; hydrogen bromide; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; hexane;
DOI:10.1021/ja010113y

Reference yield:

: (R)-2-Fluoro-3-nitromethyl-4-phenyl-butyric acid

: 360558-61-8
2-((1R,2R,3S)-1-Bromomethyl-2-fluoro-3-nitromethyl-4-phenyl-butoxy)-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 5 steps

1: (COCl)2; DMF / CH₂Cl₂ / 0 - 23 °C

2: 3.41 g / tetrahydrofuran; hexane / 2 h / 0 °C

3: 96 percent / glacial acetic acid; aq. HBr / 0.17 h / 0 °C

4: 29 percent / lithium borohydride / tetrahydrofuran / -100 - -78 °C

5: 96 percent / p-toluenesulfonic acid monohydrate / 13 h / 23 °C

With lithium borohydride; oxalyl dichloride; hydrogen bromide; toluene-4-sulfonic acid; acetic acid; N,N-dimethyl-formamide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ja010113y