(3S,4S)-benzyl 3-(tert-butoxycarbonylamino)-4-(tert-butyldimethylsilyloxy)piperidine-1-carboxylate

Base Information

• Chemical Name: (3S,4S)-benzyl 3-(tert-butoxycarbonylamino)-4-(tert-butyldimethylsilyloxy)piperidine-1-carboxylate
• CAS No.: 1052713-37-7
• Molecular Formula: C₂₄H₄₀N₂O₅Si
• Molecular Weight: 464.678
• Mol file: 1052713-37-7.mol

Synonyms:(3S,4S)-benzyl 3-(tert-butoxycarbonylamino)-4-(tert-butyldimethylsilyloxy)piperidine-1-carboxylate

Chemical Property of (3S,4S)-benzyl 3-(tert-butoxycarbonylamino)-4-(tert-butyldimethylsilyloxy)piperidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4S)-benzyl 3-(tert-butoxycarbonylamino)-4-(tert-butyldimethylsilyloxy)piperidine-1-carboxylate

There total 8 articles about (3S,4S)-benzyl 3-(tert-butoxycarbonylamino)-4-(tert-butyldimethylsilyloxy)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:

benzyl (3S,4S)-3,4-trans-3-[(tert-butoxycarbonyl)amino]-4-hydroxypiperidine-1-carboxylate (1052715-77-1,859854-67-4,1549812-60-3) + tert-butyldimethylsilyl chloride (18162-48-6) → (3S,4S)-benzyl 3-(tert-butoxycarbonylamino)-4-(tert-butyldimethylsilyloxy)piperidine-1-carboxylate (1052713-37-7)

Guidance literature:

With 1H-imidazole; dmap; In dichloromethane; at 20 ℃; for 20h;

Reference yield:

3,4-epoxy-piperidine-1-carboxylic acid benzyl ester (66207-08-7,1624258-63-4) → (3S,4S)-benzyl 3-(tert-butoxycarbonylamino)-4-(tert-butyldimethylsilyloxy)piperidine-1-carboxylate (1052713-37-7)

Guidance literature:

Multi-step reaction with 3 steps

1: ammonium hydroxide / ethanol; water / 5 h / 70 °C / Sealed tube

2: triethylamine / dichloromethane / 2 h / 20 - 30 °C

3: dmap; 1H-imidazole / dichloromethane / 16 h / 20 - 30 °C

With 1H-imidazole; dmap; ammonium hydroxide; triethylamine; In ethanol; dichloromethane; water;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (3S,4S)-benzyl 3-(tert-butoxycarbonylamino)-4-(tert-butyldimethylsilyloxy)piperidine-1-carboxylate (1052713-37-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: ammonium hydroxide / ethanol; water / 5 h / 70 °C

1.2: 2 h / 20 °C

2.1: CHIRALPAK AS / ethanol; n-heptane / Resolution of racemate

3.1: 1H-imidazole / dmap / dichloromethane / 20 h / 20 °C

With 1H-imidazole; ammonium hydroxide; CHIRALPAK AS; dmap; In ethanol; n-heptane; dichloromethane; water;

upstream raw materials:

benzyl (3S,4S)-3,4-trans-3-[(tert-butoxycarbonyl)amino]-4-hydroxypiperidine-1-carboxylate

tert-butyldimethylsilyl chloride

(+/-)-benzyl 3-amino-4-hydroxypiperidine-1-carboxylate

1,2,3,6-tetrahydropyridine

Downstream raw materials:

C₃₉H₅₄F₂N₆O₆SSi

(3S,4S)-5-amino-N-{4-[3,4-trans-3-amino-4-hydroxypiperidin-1-yl]-6,7-dihydro-5H-cyclopenta[b]pyridin-3-yl}-2-(2,6-difluorophenyl)-1,3-thiazole-4-carboxamide