1-(tert-butoxycarbonyl)-3-[(tert-butyldiphenylsilyl)oxy]-2-hydroxypiperidine

Base Information

• Chemical Name: 1-(tert-butoxycarbonyl)-3-[(tert-butyldiphenylsilyl)oxy]-2-hydroxypiperidine
• CAS No.: 259264-71-6
• Molecular Formula: C₂₆H₃₇NO₄Si
• Molecular Weight: 455.67
• Mol file: 259264-71-6.mol

Synonyms:1-(tert-butoxycarbonyl)-3-[(tert-butyldiphenylsilyl)oxy]-2-hydroxypiperidine

Chemical Property of 1-(tert-butoxycarbonyl)-3-[(tert-butyldiphenylsilyl)oxy]-2-hydroxypiperidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(tert-butoxycarbonyl)-3-[(tert-butyldiphenylsilyl)oxy]-2-hydroxypiperidine

There total 5 articles about 1-(tert-butoxycarbonyl)-3-[(tert-butyldiphenylsilyl)oxy]-2-hydroxypiperidine 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: 90.0%

1-(tert-butoxycarbonyl)-3-[(tert-butyldiphenylsilyl)oxy]piperidin-2-one (259264-70-5) → 1-(tert-butoxycarbonyl)-3-[(tert-butyldiphenylsilyl)oxy]-2-hydroxypiperidine (259264-71-6)

Guidance literature:

1-(tert-butoxycarbonyl)-3-[(tert-butyldiphenylsilyl)oxy]piperidin-2-one; With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; for 0.583333h;

With sodium sulfate; In hexane; dichloromethane; at 20 ℃; for 3.75h; Further stages.;

DOI:10.1021/ja993295t

Reference yield:

3-hydroxypiperidin-2-one (19365-08-3,220928-01-8) → 1-(tert-butoxycarbonyl)-3-[(tert-butyldiphenylsilyl)oxy]-2-hydroxypiperidine (259264-71-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 93 percent / imidazole / dimethylformamide / 2.67 h / 80 °C

2.1: 97 percent / Et₃N / DMAP / CH₂Cl₂ / 12 h / 20 °C

3.1: DIBAL / CH₂Cl₂; hexane / 0.58 h / -78 °C

3.2: 90 percent / Na₂SO₄*10H₂O / CH₂Cl₂; hexane / 3.75 h / 20 °C

With 1H-imidazole; diisobutylaluminium hydride; triethylamine; dmap; In hexane; dichloromethane; N,N-dimethyl-formamide; 1.1: Silylation / 2.1: Acylation / 3.1: Reduction / 3.2: Reduction;

DOI:10.1021/ja993295t

Reference yield:

3-[(tert-butyldiphenylsilyl)oxy]piperidin-2-one (259264-69-2) → 1-(tert-butoxycarbonyl)-3-[(tert-butyldiphenylsilyl)oxy]-2-hydroxypiperidine (259264-71-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 97 percent / Et₃N / DMAP / CH₂Cl₂ / 12 h / 20 °C

2.1: DIBAL / CH₂Cl₂; hexane / 0.58 h / -78 °C

2.2: 90 percent / Na₂SO₄*10H₂O / CH₂Cl₂; hexane / 3.75 h / 20 °C

With diisobutylaluminium hydride; triethylamine; dmap; In hexane; dichloromethane; 1.1: Acylation / 2.1: Reduction / 2.2: Reduction;

DOI:10.1021/ja993295t

upstream raw materials:

1-(tert-butoxycarbonyl)-3-[(tert-butyldiphenylsilyl)oxy]piperidin-2-one

3-[(tert-butyldiphenylsilyl)oxy]piperidin-2-one

di-tert-butyl dicarbonate

tert-butylchlorodiphenylsilane