ChemicalBook > CAS DataBase List > 4-N-Boc-aminocyclohexanone

4-N-Boc-aminocyclohexanone

Product Name
4-N-Boc-aminocyclohexanone
CAS No.
179321-49-4
Chemical Name
4-N-Boc-aminocyclohexanone
Synonyms
N-4-BOC-AMINOCYCLOHEXANONE;TERT-BUTYL 4-OXOCYCLOHEXYLCARBAMATE;BOC-4-AMINOCYCLOHEXANONE;4-N-BOC-AMINOCYCLOHEXANONE;4-(Boc-Amino)cyclohexanone;N-Boc-4-Aminocyclohexanone;4-N-Boc-Aminocyclohexanone4;4-N-BOC-4-AMINOCYCLOHEXANONE;N-T-BOC-4-AMINOCYCLOHEXANONE;N-4-Boc-aminocyclohexanone 95%
CBNumber
CB2149316
Molecular Formula
C11H19NO3
Formula Weight
213.27
MOL File
179321-49-4.mol
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4-N-Boc-aminocyclohexanone Property

Melting point:
114-118℃
Boiling point:
335.9±31.0 °C(Predicted)
Density 
1.06±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
soluble in Methanol
form 
powder to crystal
pka
12.19±0.20(Predicted)
color 
White to Almost white
InChI
InChI=1S/C11H19NO3/c1-11(2,3)15-10(14)12-8-4-6-9(13)7-5-8/h8H,4-7H2,1-3H3,(H,12,14)
InChIKey
WYVFPGFWUKBXPZ-UHFFFAOYSA-N
SMILES
C(OC(C)(C)C)(=O)NC1CCC(=O)CC1
CAS DataBase Reference
179321-49-4(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,N
Risk Statements 
36/37/38-50
Safety Statements 
26-36/37/39-61
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
3
Hazard Note 
Irritant
HS Code 
29242990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H400Very toxic to aquatic life

Precautionary statements

P273Avoid release to the environment.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
750816
Product name
N-4-Boc-aminocyclohexanone
Purity
95%
Packaging
5g
Price
$67.6
Updated
2025/07/31
TCI Chemical
Product number
B3856
Product name
4-(tert-Butoxycarbonylamino)cyclohexanone
Purity
>98.0%(GC)
Packaging
1g
Price
$33
Updated
2025/07/31
TCI Chemical
Product number
B3856
Product name
4-(tert-Butoxycarbonylamino)cyclohexanone
Purity
>98.0%(GC)
Packaging
5g
Price
$99
Updated
2025/07/31
TRC
Product number
B617675
Product name
4-(N-Boc-amino)cyclohexanone
Packaging
10g
Price
$95
Updated
2021/12/16
AK Scientific
Product number
J20360
Product name
N-Boc-4-Aminocyclohexanone
Packaging
5g
Price
$25
Updated
2021/12/16
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4-N-Boc-aminocyclohexanone Chemical Properties,Usage,Production

Uses

4-N-Boc-aminocyclohexanone is a chemical that inhibits the proliferation of cancer cells in vitro. It also has an antiproliferative effect on fibroblast cells, which may be due to its ability to inhibit protein synthesis and induce cell death by apoptosis.It can also be used for the preparation of photoresponsive polymers that are used in drug delivery systems. 

Synthesis

224309-64-2

179321-49-4

The general procedure for the synthesis of 4-N-Boc-aminocyclohexanone from 4-(Boc-amino)cyclohexanol was as follows: a dichloromethane solution of dimethyl sulfoxide (6 mL, containing 2.0 mL of dimethyl sulfoxide, 28.2 mmol) was added dropwise to a dichloromethane solution (30 mL) of oxalyl chloride (1.7 mL, 19.5 mmol) over a 10-minute period at -60°C. The dichloromethane solution was stirred for 10 minutes. After dropwise addition, stirring was continued at -60 °C for 10 min. Subsequently, tert-butyl 4-hydroxycyclohexylcarbamate (2.56 g, 11.9 mmol) was added dropwise to a dichloromethane solution (140 mL) over a period of 35 min and the reaction mixture was stirred at -60 °C for 40 min. Next, triethylamine (8.4 mL, 60.3 mmol) was added at -60 °C, after which the reaction mixture was allowed to warm up naturally to room temperature. After completion of the reaction, water was added to the mixture and extracted with chloroform. The organic layer was washed sequentially with saturated aqueous ammonium chloride solution and saturated aqueous sodium chloride solution, and then dried with magnesium sulfate. The solvent was removed by distillation under reduced pressure and the resulting residue was purified by silica gel column chromatography (eluent: chloroform/ethyl acetate) to give tert-butyl 4-oxocyclohexylcarbamate (2.23 g, 87% yield).1H-NMR (DMSO-d6) data were as follows: 1.06-1.20 (4H, m), 1.35 (9H, s), 1.69-1.76 (4H, m). 3.12-3.31 (2H, m), 4.48 (1H, s), 6.64 (1H, d, J = 7.5 Hz).

References

[1] Patent: EP1403255, 2004, A1. Location in patent: Page 71
[2] Medicinal Chemistry Research, 2013, vol. 22, # 6, p. 2633 - 2644
[3] Patent: WO2015/22664, 2015, A1. Location in patent: Paragraph 00219;00220
[4] Patent: TW2017/36341, 2017, A. Location in patent: Paragraph 0489-0491
[5] Patent: WO2005/21515, 2005, A2. Location in patent: Page/Page column 72-73

4-N-Boc-aminocyclohexanone Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 4-N-Boc-aminocyclohexanone manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
4-N-Boc-aminocyclohexanone 179321-49-4
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-25
Henan Aochuang Chemical Co.,Ltd.
Product
4-N-Boc-aminocyclohexanone 179321-49-4
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-10-19
Shaanxi Dideu New Materials Co. Ltd
Product
4-N-Boc-aminocyclohexanone 179321-49-4
Price
US $0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
10000KGS
Release date
2025-02-17

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  • C11H19NO3
  • Acids and Derivatives
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  • pharmacetical
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  • C10 to C11
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