(S)-2-(3-Bromomethyl-2-fluoro-pyridin-4-yl)-2-hydroxy-butyric acid (1R,2S)-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Base Information

• Chemical Name: (S)-2-(3-Bromomethyl-2-fluoro-pyridin-4-yl)-2-hydroxy-butyric acid (1R,2S)-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester
• CAS No.: 171366-23-7
• Molecular Formula: C₂₅H₃₁BrFNO₃
• Molecular Weight: 492.428
• Mol file: 171366-23-7.mol

Synonyms:(S)-2-(3-Bromomethyl-2-fluoro-pyridin-4-yl)-2-hydroxy-butyric acid (1R,2S)-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Chemical Property of (S)-2-(3-Bromomethyl-2-fluoro-pyridin-4-yl)-2-hydroxy-butyric acid (1R,2S)-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(3-Bromomethyl-2-fluoro-pyridin-4-yl)-2-hydroxy-butyric acid (1R,2S)-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

There total 2 articles about (S)-2-(3-Bromomethyl-2-fluoro-pyridin-4-yl)-2-hydroxy-butyric acid (1R,2S)-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester 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: 74.0%

(S)-2-(2-Fluoro-3-methyl-pyridin-4-yl)-2-hydroxy-butyric acid (1R,2S)-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (171366-22-6) → (S)-2-(3-Bromomethyl-2-fluoro-pyridin-4-yl)-2-hydroxy-butyric acid (1R,2S)-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (171366-23-7)

Guidance literature:

With N-Bromosuccinimide; Phthalic acid dibutyl ester; In tetrachloromethane;

DOI:10.1016/0040-4039(95)01665-5

Reference yield:

2-Fluoro-4-iodo-3-methylpyridine (153034-80-1) → (S)-2-(3-Bromomethyl-2-fluoro-pyridin-4-yl)-2-hydroxy-butyric acid (1R,2S)-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (171366-23-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-BuLi / 1.) THF, -78 deg C

2: 74 percent / NBS, DBP / CCl₄

With N-Bromosuccinimide; n-butyllithium; Phthalic acid dibutyl ester; In tetrachloromethane;

DOI:10.1016/0040-4039(95)01665-5

Reference yield: 96.0%

potassium acetate (127-08-2) + (S)-2-(3-Bromomethyl-2-fluoro-pyridin-4-yl)-2-hydroxy-butyric acid (1R,2S)-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (171366-23-7) → (S)-2-(3-Acetoxymethyl-2-fluoro-pyridin-4-yl)-2-hydroxy-butyric acid (1R,2S)-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (171366-24-8)

Guidance literature:

In butanone; for 0.25h; Heating;

DOI:10.1016/0040-4039(95)01665-5

upstream raw materials:

(S)-2-(2-Fluoro-3-methyl-pyridin-4-yl)-2-hydroxy-butyric acid (1R,2S)-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

2-Fluoro-4-iodo-3-methylpyridine

Downstream raw materials:

(S)-2-(3-Acetoxymethyl-2-fluoro-pyridin-4-yl)-2-hydroxy-butyric acid (1R,2S)-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester