Acetamide, N-[(1R,2R)-2-(1-piperidinyl)cyclohexyl]-

Base Information

• Chemical Name: Acetamide, N-[(1R,2R)-2-(1-piperidinyl)cyclohexyl]-
• CAS No.: 824938-91-2
• Molecular Formula: C13H24N2O
• Molecular Weight: 224.346
• DSSTox Substance ID: DTXSID50478750
• Wikidata: Q82312325
• Mol file: 824938-91-2.mol

Synonyms:824938-91-2;Acetamide, N-[(1R,2R)-2-(1-piperidinyl)cyclohexyl]-;DTXSID50478750

Chemical Property of Acetamide, N-[(1R,2R)-2-(1-piperidinyl)cyclohexyl]-

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 224.188863393
• Heavy Atom Count: 16
• Complexity: 236

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1CCCCC1N2CCCCC2
• Isomeric SMILES: CC(=O)N[C@@H]1CCCC[C@H]1N2CCCCC2

Technology Process of Acetamide, N-[(1R,2R)-2-(1-piperidinyl)cyclohexyl]-

There total 7 articles about Acetamide, N-[(1R,2R)-2-(1-piperidinyl)cyclohexyl]- 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: 95.0%

1,5-dibromo-pentane (111-24-0) + N-((1R,2R)-2-aminocyclohexyl)acetamide (320778-89-0) → N-[((1R,2R)-2-piperidin-1-yl)-cyclohexyl]acetamide (824938-91-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 90 ℃; for 3h; Microwave irradiation;

DOI:10.1039/c3ob41709c

Reference yield: 45.0%

(+/-)-trans-2-(piperidin-1-yl)cyclohexanamine (18468-90-1,824938-80-9,824938-98-9) + ethyl acetate (141-78-6) + benzyl chloroformate (501-53-1,94274-21-2) → N-[((1R,2R)-2-piperidin-1-yl)-cyclohexyl]acetamide (824938-91-2) + benzyl (1S,2S)-N-[2-(piperidin-1-yl)cyclohexyl]carbamate (824938-85-4)

Guidance literature:

(+/-)-trans-2-(piperidin-1-yl)cyclohexanamine; ethyl acetate; With Candida antarctica lipase B; at 28 ℃; for 8h;

benzyl chloroformate; at 0 ℃; for 15h;

DOI:10.1002/chem.200400607

Reference yield:

piperidine (110-89-4) → N-[((1R,2R)-2-piperidin-1-yl)-cyclohexyl]acetamide (824938-91-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: ethanol / 18 h / Heating

2.1: MsCl; Et₃N / diethyl ether / 0 - 20 °C

2.2: aq. NH₃ / diethyl ether / 16 h / 20 °C

3.1: Candida antarctica lipase B / 8 h / 28 °C

With Candida antarctica lipase B; methanesulfonyl chloride; triethylamine; In diethyl ether; ethanol;

DOI:10.1002/chem.200400607

upstream raw materials:

(+/-)-trans-2-(piperidin-1-yl)cyclohexanamine

ethyl acetate

benzyl chloroformate

piperidine

Downstream raw materials:

(1R,2R)-N¹-piperidinyl-1,2-diaminocyclohexane