(S)-1-Boc-3-aminopiperidine

Base Information

• Chemical Name: (S)-1-Boc-3-aminopiperidine
• CAS No.: 625471-18-3
• Molecular Formula: C10H20N2O2
• Molecular Weight: 200.281
• Hs Code.: 29333990
• European Community (EC) Number: 613-056-1
• DSSTox Substance ID: DTXSID50363571
• Nikkaji Number: J807.896C
• Wikidata: Q72438324
• Mol file: 625471-18-3.mol

Synonyms:(S)-1-Boc-3-aminopiperidine;625471-18-3;(S)-3-Amino-1-N-BOC-piperidine;(s)-tert-butyl 3-aminopiperidine-1-carboxylate;tert-butyl (3S)-3-aminopiperidine-1-carboxylate;(S)-3-Amino-1-Boc-piperidine;(s)-1-n-boc-3-aminopiperidine;1-piperidinecarboxylic acid, 3-amino-, 1,1-dimethylethyl ester, (3s)-;MFCD03094718;(s)-3-amino-piperidine-1-carboxylic acid tert-butyl ester;(S)-3-Amino-1-tert-butoxycarbonylpiperidine;(S)-(+)-3-Amino-1-Boc-piperidine;(s)-1-boc-3-amniopiperidine;(s)3-amino-1-boc-piperidine;(3s)-3-aminopiperidine, n1-boc protected;(3S)-3-Aminopiperidine;(S)-3-amino-Boc-piperidine;(s)-n-boc-3-aminopiperidine;N-Boc-3-(S)-aminopiperdine;SCHEMBL376485;N-Boc-3-(S)-aminopiperidine;(s)-1-boc-3-amino-piperidine;(s)-3-amino-n-tboc-piperidine;DTXSID50363571;CS-D0649;AKOS005259883;(S)-3-AMINO-N-BOC-PIPERIDINE;AC-2191;PS-5188;(S)-(+)-3-Amino-1-N-Boc-piperidine;BP-10248;(R )-(-)-3-AMINO-1-BOC-Piperidine;(s)-tert-butyl 3-aminopiperidine-carboxylate;AM20020603;(S)-tert-butyl3-aminopiperidine-1-carboxylate;(s)-tert-butyl-3-aminopiperidine-1-carboxylate;A66001;EN300-100902;tert-butyl(3s)-3-amino-1-piperidinecarboxylate;tert-butyl(3s)-3-aminopiperidine-1-carboxylate;(3S)-1-(tert-Butoxycarbonyl)piperidin-3-amine;(5)-tert-butyl 3-aminopiperidine-1-carboxylate;(S)-tert-Butyl 3-Amino-1-piperidinecarboxylate;tert-butyl (35)-3-aminopiperidine-1-carboxylate;tert-butyl (3S)-3-amino-1-piperidinecarboxylate;Q-102147;1,1-dimethylethyl (3S)-3-aminopiperidine-1-carboxylate;(S)-(+)-3-Amino-1-Boc-piperidine, >=98.0% (TLC)

Chemical Property of (S)-1-Boc-3-aminopiperidine

Chemical Property:

• Refractive Index: 1.4690-1.4730
• Boiling Point: 277.3 °C at 760 mmHg
• PKA: 10.35±0.20(Predicted)
• Flash Point: 121.5 °C
• PSA: 55.56000
• Density: 1.041 g/cm³
• LogP: 1.98280
• Storage Temp.: Store under inert gas
• Sensitive.: Air Sensitive
• Solubility.: Soluble in dimethylsulfoxide.
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 200.152477885
• Heavy Atom Count: 14
• Complexity: 211

Purity/Quality:

98%,99%, ^*data from raw suppliers

(S)-tert-Butyl3-Aminopiperidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCC(C1)N
• Isomeric SMILES: CC(C)(C)OC(=O)N1CCC[C@@H](C1)N
• Uses: (S)-(+)-3-Amino-1-Boc-piperidine is used to prepare selective noncovalent inhibitors of the bacterial cysteine protease IdeS. The product obtained by the reductive elimination reaction with ethylglyoxalte is used as a reference compound, which is used to determine the absolute configuration of the two enantiomers.

Technology Process of (S)-1-Boc-3-aminopiperidine

There total 12 articles about (S)-1-Boc-3-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%

3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → tert-butyl (3S)-3-aminopiperidine-1-carboxylate (625471-18-3)

Guidance literature:

With pyridoxal 5'-phosphate; isopropylamine; In dimethyl sulfoxide; at 50 ℃; for 50h; pH=7.5; Reagent/catalyst; Temperature; enantioselective reaction; Enzymatic reaction;

DOI:10.3762/bjoc.15.6

Reference yield: 90.0%

(S)-3-azido-1-N-tert-butyloxycarbonylpiperidine (1271240-70-0) → tert-butyl (3S)-3-aminopiperidine-1-carboxylate (625471-18-3)

Guidance literature:

With 10% palladium on activated charcoal; hydrogen; In ethanol; under 760.051 Torr;

DOI:10.1016/j.tet.2010.12.029

Reference yield:

1,1-dimethylethyl (3S)-3-azidopiperidine-1-carboxylate (1374353-02-2) → tert-butyl (3S)-3-aminopiperidine-1-carboxylate (625471-18-3)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; for 16h; under 3620.13 Torr;

upstream raw materials:

(S)-3-azido-1-N-tert-butyloxycarbonylpiperidine

1,1-dimethylethyl (3S)-3-azidopiperidine-1-carboxylate

(3R)-piperidin-3-ol

di-tert-butyl dicarbonate

Downstream raw materials:

(3S)-(chloro-carbonyl-amino)-piperidine-1-carboxylic acid tert-butyl ester

1,1-dimethylethyl (3S)-3-(tetrahydro-2H-pyran-4-ylamino)piperidine-1-carboxylate

tert-butyl (3S)-3-{[(5-chloro-2-thienyl)sulfonyl]amino}piperidine-1-carboxylate

tert-butyl (3S)-3-(2-phenylethylamino)piperidine-1-carboxylate

Refernces

• 1、 Petri, Antonella,Colonna, Valeria,Piccolo, Oreste. "Asymmetric synthesis of a high added value chiral amine using immobilized ω-transaminases". . p. 60 - 66. Retrieved 2019/01/28.
• 2、 Kova?ková, Soňa,Dra?ínsky, Martin,Rejman, Dominik. "The synthesis of piperidine nucleoside analogs - A comparison of several methods to access the introduction of nucleobases". experimental part. p. 1485 - 1500. Retrieved 2011/04/15.