(S)-1-CBZ-3-N-BOC-AMINOPIPERIDINE

Base Information

• Chemical Name: (S)-1-CBZ-3-N-BOC-AMINOPIPERIDINE
• CAS No.: 876379-22-5
• Molecular Formula: C18H26N2O4
• Molecular Weight: 334.415
• Hs Code.: 29333990
• Mol file: 876379-22-5.mol

Synonyms:

Chemical Property of (S)-1-CBZ-3-N-BOC-AMINOPIPERIDINE

Chemical Property:

• Boiling Point: 471.9±44.0 °C(Predicted)
• PKA: 12.25±0.20(Predicted)
• PSA: 71.36000
• Density: 1.15±0.1 g/cm3(Predicted)
• LogP: 3.45460
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

Benzyl(S)-3-{[(tert-butoxy)carbonyl]amino}piperidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-1-CBZ-3-N-BOC-AMINOPIPERIDINE

There total 2 articles about (S)-1-CBZ-3-N-BOC-AMINOPIPERIDINE 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: 99.0%

benzyl chloroformate (501-53-1,94274-21-2) + tert-butyl (S)-piperidin-3-yl-carbamate (216854-23-8,172603-05-3) → benzyl (3S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]piperidine-1-carboxylate (876379-22-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.bmcl.2011.12.109

Reference yield: 96.0%

→ benzyl (3S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]piperidine-1-carboxylate (876379-22-5)

Guidance literature:

Reference yield: 61.0%

benzyl (3S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]piperidine-1-carboxylate (876379-22-5) + 2-(tert-butyldimethylsilyloxy)ethyl bromide (86864-60-0) → benzyl (3S)-3-[2-[tert-butyl(dimethyl)silyl]oxyethyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]piperidine-1-carboxylate

Guidance literature:

benzyl (3S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]piperidine-1-carboxylate; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.25h;

2-(tert-butyldimethylsilyloxy)ethyl bromide; In N,N-dimethyl-formamide; mineral oil; at 0 - 25 ℃; for 2h;

upstream raw materials:

benzyl chloroformate

tert-butyl (S)-piperidin-3-yl-carbamate

Downstream raw materials:

benzyl (3S)-3-aminopiperidine-1-carboxylate hydrochloride

tert-butyl (S)-1-((S)-3,3-dimethyl-1-((S)-1-(4-nitrophenethyl)piperidin-3-ylamino)-1-oxobutan-2-ylamino)-1-oxopropan-2-yl(methyl)carbamate

(S)-3,3-dimethyl-2-((S)-2-(methylamino)propanamido)-N-((S)-1-(4-nitrophenethyl)piperidin-3-yl)butanamide

tert-butyl (S)-1-((S)-3,3-dimethyl-1-oxo-1-((S)-1-(4-(trifluoromethyl)phenethyl)piperidin-3-ylamino)butan-2-ylamino)-1-oxopropan-2-yl(methyl)carbamate

Refernces

• 1、 -. "BENZAMIDE DERIVATIVE". Paragraph 1593. . Retrieved 2015/03/16.
• 2、 Hennessy, Edward J.,Saeh, Jamal C.,Sha, Li,MacIntyre, Terry,Wang, Haiyun,Larsen, Nicholas A.,Aquila, Brian M.,Ferguson, Andrew D.,Laing, Naomi M.,Omer, Charles A.. "Discovery of aminopiperidine-based Smac mimetics as IAP antagonists". supporting information; experimental part. p. 1690 - 1694. Retrieved 2012/04/10.