(S)-N-tosyl-2-piperidinylethanol

Base Information

• Chemical Name: (S)-N-tosyl-2-piperidinylethanol
• CAS No.: 934472-38-5
• Molecular Formula: C₁₄H₂₁NO₃S
• Molecular Weight: 283.392
• Mol file: 934472-38-5.mol

Synonyms:(S)-N-tosyl-2-piperidinylethanol

Chemical Property of (S)-N-tosyl-2-piperidinylethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-tosyl-2-piperidinylethanol

There total 7 articles about (S)-N-tosyl-2-piperidinylethanol 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:

2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-(toluene-4-sulfonyl)-piperidine (934472-37-4) → (S)-N-tosyl-2-piperidinylethanol (934472-38-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 6h;

DOI:10.1016/j.tetlet.2007.01.082

Reference yield:

(R)-2-(1-tosylaziridin-2-yl)ethanol → (S)-N-tosyl-2-piperidinylethanol (934472-38-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: imidazole / tetrahydrofuran / 8 h / 0 - 20 °C

2.1: tetrahydrofuran; diethyl ether / 6 h / -78 - 20 °C

3.1: BH₃*DMS / tetrahydrofuran / 8 h / -10 - 20 °C

3.2: H₂O₂; NaOH / 2 h / 0 - 20 °C

4.1: diisopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 8 h / 0 - 20 °C

5.1: TBAF / tetrahydrofuran / 6 h / 20 °C

With 1H-imidazole; di-isopropyl azodicarboxylate; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; triphenylphosphine; In tetrahydrofuran; diethyl ether; 4.1: Mitsunobu condensation;

DOI:10.1016/j.tetlet.2007.01.082

Reference yield:

N-(3-hydroxy-1-hydroxymethylpropyl)-4-methylbenzenesulfonamide → (S)-N-tosyl-2-piperidinylethanol (934472-38-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 1,1'-(azodicarbonyl)dipiperidine; n-Bu₃P / toluene / 16 h / 0 - 20 °C

2.1: imidazole / tetrahydrofuran / 8 h / 0 - 20 °C

3.1: tetrahydrofuran; diethyl ether / 6 h / -78 - 20 °C

4.1: BH₃*DMS / tetrahydrofuran / 8 h / -10 - 20 °C

4.2: H₂O₂; NaOH / 2 h / 0 - 20 °C

5.1: diisopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 8 h / 0 - 20 °C

6.1: TBAF / tetrahydrofuran / 6 h / 20 °C

With 1H-imidazole; tributylphosphine; di-isopropyl azodicarboxylate; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; triphenylphosphine; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; diethyl ether; toluene; 1.1: Mitsunobu condensation / 5.1: Mitsunobu condensation;

DOI:10.1016/j.tetlet.2007.01.082

upstream raw materials:

2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-(toluene-4-sulfonyl)-piperidine

(2R)-N-(p-toluenesulfonyl)-aspartic acid dimethyl ester

Downstream raw materials:

(-)-benzyl (S)-2-[(R)-2-hydroxypropyl]piperidine-1-carboxylate

(-)-benzyl (S)-2-[(S)-2-hydroxypropyl]piperidine-1-carboxylate

(-)-norsedamine

1-phenyl-2-[(2S)-piperidin-2-yl]-(1R)-ethan-1-ol