ChemicalBook > CAS DataBase List > N-Boc-2-piperidone

N-Boc-2-piperidone

Product Name
N-Boc-2-piperidone
CAS No.
85908-96-9
Chemical Name
N-Boc-2-piperidone
Synonyms
tert-butyl 2-oxopiperidine-1-carboxylate;Albb-009361;1-(tert<;1-Boc-2-pieridone;1-BOC-2-PIPERIDONE;N-BOC-2-PIPERIDONE;1-N-BOC-2-PIPERIDONE;1-BOC-2-OXOPIPERIDINE;N-BOC-DELTA-VALEROLACTAM;1-N-Boc-2-piperidone 97%
CBNumber
CB0719872
Molecular Formula
C10H17NO3
Formula Weight
199.25
MOL File
85908-96-9.mol
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N-Boc-2-piperidone Property

Melting point:
29-36 °C
Boiling point:
110°C/0.1mmHg(lit.)
Density 
1.099±0.06 g/cm3(Predicted)
Flash point:
>110 °C
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Chloroform, Methanol
form 
Solid
pka
-2.29±0.20(Predicted)
color 
Off-White
BRN 
4674955
InChI
InChI=1S/C10H17NO3/c1-10(2,3)14-9(13)11-7-5-4-6-8(11)12/h4-7H2,1-3H3
InChIKey
ULMHMJAEGZPQRY-UHFFFAOYSA-N
SMILES
N1(C(OC(C)(C)C)=O)CCCCC1=O
CAS DataBase Reference
85908-96-9(CAS DataBase Reference)
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Safety

Hazard Codes 
N
Risk Statements 
50
Safety Statements 
24/25-61
RIDADR 
UN 3082
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29337900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P391Collect spillage. Hazardous to the aquatic environment

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
688207
Product name
1-N-Boc-2-piperidone
Purity
97%
Packaging
5g
Price
$73.5
Updated
2025/07/31
TCI Chemical
Product number
B3788
Product name
1-(tert-Butoxycarbonyl)-2-piperidone
Purity
>95.0%(GC)
Packaging
5g
Price
$76
Updated
2025/07/31
TRC
Product number
B690595
Product name
N-tert-Butoxycarbonyl-2-piperidinone
Packaging
1g
Price
$45
Updated
2021/12/16
Usbiological
Product number
261916
Product name
1-Boc-2-piperidone
Packaging
5g
Price
$382
Updated
2021/12/16
AK Scientific
Product number
S918
Product name
1-Boc-2-piperidone
Packaging
1g
Price
$10
Updated
2021/12/16
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N-Boc-2-piperidone Chemical Properties,Usage,Production

Chemical Properties

Off-White Low Melting Solid

Uses

N-Boc-2-piperidone(85908-96-9) is used as a synthetic intermediate in the preparation of various biological inhibitors.

Preparation

4-Benzensulfonylmethyl-4-hydroxy-piperidine TFA (B-1) Diisopropylethylamine (28.3 mL, 162.75 mmol) and di-t-butyl dicarbonate (28.4 g, 130.02 mmol) were added in sequence to a mixture of piperidone hydrate hydrochloride (12) (10.0 g, 65.1 mmol) in methanol (50 mL).  The mixture was stirred at room temperature for 20 hours. After that, removed the solvent  and the remaining was separated with ether and 1 M KHSO4 solution.  The organic layer was washed with brine and saturated NaHCO3.  Finally, N-Boc-2-piperidone was obtained after purification.

Definition

ChEBI:N-Boc-2-piperidone-protected by t-Boc. It is also known as 1-N-Boc-2-piperidone,1-N-Boc-2-piperidone, or 1-(tert-Butoxycarbonyl)-2-piperidone. 

Synthesis

675-20-7

24424-99-5

85908-96-9

To a solution of piperidin-2-one (0.97 g, 9.78 mmol) in dichloromethane (DCM, 20 mL) was sequentially added triethylamine (Et3N, 1.36 mL, 9.78 mmol), 4-dimethylaminopyridine (DMAP, 0.12 g, 0.978 mmol) and di-tert-butyl dicarbonate (Boc2O, 3.20 g, 14.7 mmol ). The reaction mixture was stirred at room temperature for 3 h. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was purified by silica gel column chromatography with the eluent ethyl acetate/petroleum ether (v/v = 1/7) to afford 1-Boc-2-piperidone as a light yellow oil (1.78 g, 91% yield). Mass spectrum (ESI, cation mode) m/z: 144.2 [(M-C4H8)+ H]+; 1H NMR (600 MHz, CDCl3): δ (ppm) 3.65 (t, J = 6.1 Hz, 2H), 2.50 (t, J = 9.6, 7.2 Hz, 2H), 1.82 (m, 4H), 1.52 (s, 9H).

References

[1] Journal of the American Chemical Society, 2008, vol. 130, # 23, p. 7449 - 7458
[2] Organic and Biomolecular Chemistry, 2016, vol. 14, # 31, p. 7585 - 7593
[3] Heterocycles, 2009, vol. 77, # 1, p. 417 - 432
[4] Patent: WO2015/94803, 2015, A1. Location in patent: Paragraph 395
[5] Patent: WO2016/190847, 2016, A1. Location in patent: Paragraph 0359

N-Boc-2-piperidone Preparation Products And Raw materials

Raw materials

1-Benzyl-4-piperidone

Preparation Products

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View Lastest Price from N-Boc-2-piperidone manufacturers

Wuhan Boyuan Import & Export Co., LTD
Product
1-Boc-2-piperidone 85908-96-9
Price
US $9.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000tons
Release date
2023-05-04
Zhuozhou Wenxi import and Export Co., Ltd
Product
N-Boc-2-piperidone 85908-96-9
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-08-11
Zhuozhou Wenxi import and Export Co., Ltd
Product
N-Boc-2-piperidone 85908-96-9
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10

85908-96-9, N-Boc-2-piperidoneRelated Search:

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  • Chemical Synthesis
  • Heterocyclic Building Blocks
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  • Heterocyclic Building Blocks
  • Piperidones