Cas no 858643-92-2 (Tert-butyl 3-acetylpiperidine-1-carboxylate)

Tert-butyl 3-acetylpiperidine-1-carboxylate is a versatile intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications. Its key advantages include a stable tert-butyloxycarbonyl (Boc) protecting group, which facilitates selective deprotection under mild acidic conditions, enhancing synthetic flexibility. The acetyl substituent at the 3-position offers a reactive handle for further functionalization, enabling diverse derivatization pathways. This compound is valued for its high purity, consistent performance in coupling reactions, and compatibility with a wide range of reagents. Its well-defined structure makes it a reliable building block for the preparation of piperidine-based scaffolds, which are prevalent in bioactive molecules.
Tert-butyl 3-acetylpiperidine-1-carboxylate structure
858643-92-2 structure
Product Name:Tert-butyl 3-acetylpiperidine-1-carboxylate
CAS No:858643-92-2
MF:C12H21NO3
MW:227.300043821335
MDL:MFCD09953372
CID:823106
PubChem ID:25260002
Update Time:2025-06-09

Tert-butyl 3-acetylpiperidine-1-carboxylate Chemical and Physical Properties

Names and Identifiers

    • tert-Butyl 3-acetylpiperidine-1-carboxylate
    • 1-Boc-3-acetylpiperidine
    • 3-Acetyl-piperidine-1-carboxylic acid tert-butyl ester
    • 1-Boc-3-acetyl-piperidine
    • 1-Piperidinecarboxylic acid, 3-acetyl-, 1,1-dimethylethyl ester
    • 3-acetyl-1-piperidinecarboxylic acid tert-butyl ester
    • 1-N-BOC-3-ACETYLPIPERIDINE
    • PubChem17598
    • (S)-tert-Butyl 3-acetylpiperidine-1-carboxylate
    • IIDISJMZFQAYKG-UHFFFAOYSA-N
    • WT1069
    • RW3787
    • RW3106
    • 3375AC
    • WT819
    • 1,1-Dimethylethyl 3-acetyl-1-piperidinecarboxylate (ACI)
    • F8880-1052
    • 1,1-Dimethylethyl 3-acetyl-1-piperidinecarboxylate
    • Z7CTF2TKY3
    • MFCD09953372
    • tert-butyl3-acetylpiperidine-1-carboxylate
    • AC-28241
    • DTXSID00649514
    • SB11890
    • EN300-59581
    • (S)-1-(1-Boc-3-piperidyl)ethanone
    • 858643-92-2
    • SCHEMBL2728409
    • AKOS004910645
    • Butyl 3-acetylpiperidine-1-carboxylate
    • DB-083269
    • DS-16339
    • SY343727
    • CS-W000697
    • SY123562
    • MFCD22682510
    • AB55331
    • SB11891
    • Tert-butyl 3-acetylpiperidine-1-carboxylate
    • MDL： MFCD09953372
    • Inchi： 1S/C12H21NO3/c1-9(14)10-6-5-7-13(8-10)11(15)16-12(2,3)4/h10H,5-8H2,1-4H3
    • InChI Key： IIDISJMZFQAYKG-UHFFFAOYSA-N
    • SMILES： O=C(N1CC(C(C)=O)CCC1)OC(C)(C)C

Computed Properties

  • Exact Mass: 227.15214353g/mol
  • Monoisotopic Mass: 227.15214353g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 3
  • Complexity: 281
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 46.6
  • XLogP3: 1.3

Experimental Properties

  • Density: 1.052

Tert-butyl 3-acetylpiperidine-1-carboxylate Security Information

Tert-butyl 3-acetylpiperidine-1-carboxylate Pricemore >>

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 858643-92-2 95%
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 858643-92-2 95%
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Tert-butyl 3-acetylpiperidine-1-carboxylate Production Method

Production Method 1

Reaction Conditions
1.1 Solvents: Tetrahydrofuran ;  6 h, -30 °C → rt
Reference
Synthesis of oxazolidin-2-one derivatives
Mishra, Sanjeev; et al, Journal Chemtracks, 2012, 14(1), 271-274

Production Method 2

Reaction Conditions
1.1 Reagents: Triethylamine ,  Ethyl chloroformate Solvents: Dichloromethane ;  3 h, 0 °C → rt
2.1 Solvents: Tetrahydrofuran ;  6 h, -30 °C → rt
Reference
Synthesis of oxazolidin-2-one derivatives
Mishra, Sanjeev; et al, Journal Chemtracks, 2012, 14(1), 271-274

Production Method 3

Reaction Conditions
1.1 Reagents: Sodium hydroxide Solvents: 1,4-Dioxane ,  Water ;  3 °C - rt
2.1 Reagents: Triethylamine ,  1-Hydroxybenzotriazole ,  1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride Solvents: Dichloromethane ;  3 °C - rt
3.1 Solvents: tert-Butyl methyl ether ;  -10 °C - rt
Reference
Synthesis and pharmacological evaluation of aminopyrimidine series of 5-HT1A partial agonists
Dounay, Amy B.; et al, Bioorganic & Medicinal Chemistry Letters, 2009, 19(4), 1159-1163

Production Method 4

Reaction Conditions
1.1 Solvents: Tetrahydrofuran ;  0 °C; 1 h, 0 °C; 0 °C → rt; 16 h, rt; rt → 0 °C
1.2 Reagents: Hydrochloric acid Solvents: Water
Reference
Structure-activity relationship of 4-azaindole-2-piperidine derivatives as agents against Trypanosoma cruzi
Koovits, Paul J.; et al, Bioorganic & Medicinal Chemistry Letters, 2020, 30(1),

Production Method 5

Reaction Conditions
1.1 Solvents: tert-Butyl methyl ether ;  -10 °C - rt
Reference
Synthesis and pharmacological evaluation of aminopyrimidine series of 5-HT1A partial agonists
Dounay, Amy B.; et al, Bioorganic & Medicinal Chemistry Letters, 2009, 19(4), 1159-1163

Production Method 6

Reaction Conditions
1.1 Reagents: Dicyclohexylcarbodiimide ,  N,O-Dimethylhydroxylamine hydrochloride ,  Diisopropylethylamine Catalysts: 4-(Dimethylamino)pyridine Solvents: Dichloromethane ;  rt → 0 °C; 0.5 h, 0 °C; 0 °C → rt; 4 h, rt
1.2 Solvents: Tetrahydrofuran ;  rt → 0 °C
1.3 Solvents: Diethyl ether ;  0 °C; 2 h, 0 °C
1.4 Reagents: Ammonium chloride Solvents: Water
Reference
Microwave-Assisted Synthesis of Novel (5-Nitropyridin-2-yl)alkyl and (5-Nitropyridin-3-yl)alkyl Carbamates
Henry, Christophe; et al, Journal of Organic Chemistry, 2009, 74(5), 1932-1938

Production Method 7

Reaction Conditions
1.1 Reagents: Triethylamine ,  1-Hydroxybenzotriazole ,  1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride Solvents: Dichloromethane ;  3 °C - rt
2.1 Solvents: tert-Butyl methyl ether ;  -10 °C - rt
Reference
Synthesis and pharmacological evaluation of aminopyrimidine series of 5-HT1A partial agonists
Dounay, Amy B.; et al, Bioorganic & Medicinal Chemistry Letters, 2009, 19(4), 1159-1163

Production Method 8

Reaction Conditions
1.1 Reagents: Diisopropylethylamine ,  1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride Catalysts: 4-(Dimethylamino)pyridine Solvents: Dichloromethane ;  16 h, rt
2.1 Solvents: Tetrahydrofuran ;  0 °C; 1 h, 0 °C; 0 °C → rt; 16 h, rt; rt → 0 °C
2.2 Reagents: Hydrochloric acid Solvents: Water
Reference
Structure-activity relationship of 4-azaindole-2-piperidine derivatives as agents against Trypanosoma cruzi
Koovits, Paul J.; et al, Bioorganic & Medicinal Chemistry Letters, 2020, 30(1),

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Tiancheng Chemical (Jiangsu) Co., Ltd
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(CAS:858643-92-2)N-BOC-3-乙?；哙?/div>
Order Number:LE26935773
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 13:00
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