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ChemicalBook--->CAS DataBase List--->188975-88-4

188975-88-4

188975-88-4 Structure

188975-88-4 Structure
IdentificationMore
[Name]

N-BOC-HEXAHYDRO-1H-AZEPIN-4-ONE
[CAS]

188975-88-4
[Synonyms]

1H-AZEPINE-1-CARBOXYLIC ACID, HEXAHYDRO-4-OXO-, 1,1-DIMETHYLETHYL ESTER
4-OXOAZEPANE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
N-BOC-HEXAHYDRO-1H-AZEPIN-4-ONE
N-BOC-PERHYDROAZEPIN-4-ONE
Azepan-4-one, N-BOC protected
tert-Butyl 4-oxoazepane-1-carboxylate
1-Boc-homopipoerazin-4-one
1-BOC-4-AZEPANONE
4-Boc-hexahydroazepinone
BOC-AZEPAN-4-ONE
4-N-Boc-hexahydroazepinone
1-Boc-homopiperazin-4-one, tert-Butyl hexahydro-4-oxo-1H-azepine-1-carboxylate
1-Boc-hexahydro-1H-azepin-4-one
[Molecular Formula]

C11H19NO3
[MDL Number]

MFCD03788435
[Molecular Weight]

213.27
[MOL File]

188975-88-4.mol
Chemical PropertiesBack Directory
[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.
[form ]

Liquid or Low Melting Solid
[pka]

-1.50±0.20(Predicted)
[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)
Questions And AnswerBack Directory
[Synthesis]

ETHYL 1-BOC-5-OXO-HEXAHYDRO-1H-AZEPINE-4-CARBOXYLATE

141642-82-2

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

188975-88-4

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

Safety DataBack Directory
[Hazard Codes ]

Xi,Xn
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
[Hazard Note ]

Irritant
[HazardClass ]

IRRITANT
[HS Code ]

29242990
Hazard InformationBack Directory
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

N-BOC-HEXAHYDRO-1H-AZEPIN-4-ONE(188975-88-4)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

188975-88-4(sigmaaldrich)
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