(S)-tert-Butyl 3-(bromomethyl)piperidine-1-carboxylate

Base Information

• Chemical Name: (S)-tert-Butyl 3-(bromomethyl)piperidine-1-carboxylate
• CAS No.: 158406-99-6
• Molecular Formula: C11H20 Br N O2
• Molecular Weight: 278.189
• Hs Code.: 2933399090
• Mol file: 158406-99-6.mol

Synonyms:1-Piperidinecarboxylicacid, 3-(bromomethyl)-, 1,1-dimethylethyl ester, (S)-

Chemical Property of (S)-tert-Butyl 3-(bromomethyl)piperidine-1-carboxylate

Chemical Property:

• Boiling Point: 318.3±15.0 °C(Predicted)
• PKA: -2.03±0.40(Predicted)
• PSA: 29.54000
• Density: 1.270±0.06 g/cm3(Predicted)
• LogP: 2.96630
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl (3S)-3-(bromomethyl)piperidine-1-carboxylate 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-tert-Butyl 3-(bromomethyl)piperidine-1-carboxylate

There total 3 articles about (S)-tert-Butyl 3-(bromomethyl)piperidine-1-carboxylate 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: 91.0%

tert-butyl (3S)-3-(hydroxymethyl)piperidine-1-carboxylate (140695-84-7) → 1,1-dimethylethyl (3S)-3-(bromomethyl)-1-piperidinecarboxylate (158406-99-6)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 - 25 ℃; for 1h;

Reference yield:

(S)-<<(methylsulfonyl)oxy>methyl>piperidine-1-carboxylic acid tert-butyl ester (364356-44-5) → 1,1-dimethylethyl (3S)-3-(bromomethyl)-1-piperidinecarboxylate (158406-99-6)

Guidance literature:

With lithium bromide; In acetone; Reflux;

DOI:10.1016/j.ejmech.2017.12.079

Reference yield:

tert-butyl (3R)-3-(hydroxymethyl)piperidine-1-carboxylate (116574-71-1,140645-19-8,140695-84-7,140695-85-8) → 1,1-dimethylethyl (3S)-3-(bromomethyl)-1-piperidinecarboxylate (158406-99-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 0 °C

2: lithium bromide / acetone / Reflux

With triethylamine; lithium bromide; In dichloromethane; acetone;

DOI:10.1016/j.ejmech.2017.12.079

upstream raw materials:

tert-butyl (3S)-3-(hydroxymethyl)piperidine-1-carboxylate

tert-butyl (3R)-3-(hydroxymethyl)piperidine-1-carboxylate

(S)-<<(methylsulfonyl)oxy>methyl>piperidine-1-carboxylic acid tert-butyl ester

Downstream raw materials:

1,1-dimethylethyl (3S)-3-({[2-(4-amino-1,2,5-oxadiazol-3-yl)-4-chloro-1-ethyl-1H-imidazo[4,5-c]pyridin-7-yl]oxy}methyl)-1-piperidinecarboxylate

1,1-dimethylethyl (3S)-3-({[2-(4-amino-1,2,5-oxadiazol-3-yl)-1-ethyl-4-(3-hydroxy-3-methyl-1-butyn-1-yl)-1H-imidazo[4,5-c]pyridin-7-yl]oxy}methyl)-1-piperidinecarboxylate

GSK₆₉₀₆₉₃

C₁₂H₂₀N₂O₂

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