N-BOC-HEXAHYDRO-1H-AZEPIN-4-ONE Chemical Properties

Boiling point:

90-1000C/0.5mmHg

Density 

1.072±0.06 g/cm3(Predicted)

refractive index 

n20/D 1.467

storage temp. 

2-8°C

solubility 

Soluble in Chloroform, Dichloromethane, Ethanol and Ethyl Ether.

pka

-1.50±0.20(Predicted)

form 

Liquid or Low Melting Solid

color 

Colorless to yellow

Sensitive 

Air Sensitive

InChI

InChI=1S/C11H19NO3/c1-11(2,3)15-10(14)12-7-4-5-9(13)6-8-12/h4-8H2,1-3H3

InChIKey

PMLBUVZPRKXMOX-UHFFFAOYSA-N

SMILES

N1(C(OC(C)(C)C)=O)CCCC(=O)CC1

CAS DataBase Reference

188975-88-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-22

Safety Statements 

26-36/37/39

HazardClass 

IRRITANT

HS Code 

29242990

N-BOC-HEXAHYDRO-1H-AZEPIN-4-ONE Usage And Synthesis

Chemical Properties

Yellow Oil

Uses

It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs. It is a fine chemical intermediate.

Synthesis

General procedure for the synthesis of tert-butyl 4-oxoazepane-1-carboxylate from ethyl 1-Boc-5-oxoazepane-4-carboxylate: to a solution of 1-tert-butyl 5-oxoazepane-1,4-dicarboxylate (Compound 82.1, 19.0 g, 66.6 mmol) of 1,4-dioxane (190 mL) was added sodium hydroxide (4.00 g) dropwise , 100 mmol) to a solution of water (100 mL). The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the pH was adjusted to 4-5 with 3M aqueous hydrochloric acid solution and extracted with ethyl acetate (2 x 50 mL). The organic phases were combined, washed with brine (2 × 10 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography using ethyl acetate/petroleum ether (1:3) as eluent to afford tert-butyl 4-oxoazepane-1-carboxylate (11 g, 77%) as a yellow oil.

References

[1] Patent: WO2004/35569, 2004, A2. Location in patent: Page/Page column 58
[2] Archiv der Pharmazie, 2013, vol. 346, # 3, p. 200 - 209
[3] Patent: WO2014/8197, 2014, A1. Location in patent: Page/Page column 151
[4] Patent: WO2015/95767, 2015, A1. Location in patent: Page/Page column 166
[5] Patent: WO2005/40169, 2005, A2. Location in patent: Page/Page column 84

N-BOC-HEXAHYDRO-1H-AZEPIN-4-ONE(188975-88-4)Related Product Information

• ETHANE
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• 4-Oxo-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester
• N-BOC-5-FORMYLISOINDOLINE
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• N-BOC-HEXAHYDRO-1H-AZEPIN-4-ONE
• Azepan-4-one
• 1-METHYLAZEPAN-4-ONE