Benzyl [(1R,3S)-3-aminocyclohexyl]carbamate

Basic Information

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CAS Number

1932063-48-3

Molecular Formula

C14H20N2O2

Molecular Weight

248.33 g/mol

Basic Physical Properties

Boiling Point

409.5±44.0 °C(Predicted)

Density

1.13±0.1 g/cm3(Predicted)

SMILES

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c1ccc(cc1)COC(=O)N[C@@H]2CCC[C@@H](C2)N

InChI

InChI=1S/C14H20N2O2/c15-12-7-4-8-13(9-12)16-14(17)18-10-11-5-2-1-3-6-11/h1-3,5-6,12-13H,4,7-10,15H2,(H,16,17)/t12-,13+/m0/s1

InChIKey

NFWZARAFTINKJK-QWHCGFSZSA-N

LogP

2.1827

pKa

12.20±0.40(Predicted)

Topological Polar Surface Area

64.35 Å²

Hydrogen Bond Donor/Acceptor

3 / 4

Complexity

265

Synonyms & References

English

(1R,3S)-BENZYL 3-AMINOCYCLOHEXYLCARBAMATE(WX601705)
(1R,3S)-BENZYL 3-AMINOCYCLOHEXYLCARBAMATE
Carbamic acid,N-[(1R,3S)-3-aminocyclohexyl]-, phenylmethyl ester
benzyl ((1R,3S)-3-aminocyclohexyl)carbamate
Benzyl ((1R,3S)-3-aminocyclohexyl)carbamate
benzyl N-(3-aminocyclohexyl)carbamate
AT18996
BENZYL (3-AMINOCYCLOHEXYL)CARBAMATE
CID 67285043

MDL Number

MFCD18207256

FAQ

What are the physical and chemical properties of Benzyl [(1R,3S)-3-aminocyclohexyl]carbamate (CAS: 1932063-48-3)?

Benzyl [(1R,3S)-3-aminocyclohexyl]carbamate (CAS: 1932063-48-3) is a crystalline solid with a molecular weight of approximately 278.36 g/mol. It has a moderate solubility in common organic solvents but is practically insoluble in water. The compound exhibits basic reactivity due to the aminocyclohexyl group, making it susceptible to nucleophilic substitution reactions.

How is Benzyl [(1R,3S)-3-aminocyclohexyl]carbamate (CAS: 1932063-48-3) typically synthesized?

Benzyl [(1R,3S)-3-aminocyclohexyl]carbamate is typically synthesized by reacting benzyl isocyanate with 3-amino-cyclohexanol. The reaction occurs under mild conditions, often in the presence of a base such as triethylamine to enhance the nucleophilicity of the amino group. The yield is generally high, and the reaction is selective, leading to a single diastereomer of the product.

What industries use Benzyl [(1R,3S)-3-aminocyclohexyl]carbamate (CAS: 1932063-48-3)?

Benzyl [(1R,3S)-3-aminocyclohexyl]carbamate (CAS: 1932063-48-3) is primarily used in the pharmaceutical industry for its structural similarities to natural products and its potential as a medicinal compound. It also finds applications in the synthesis of polymer additives and as a precursor in the development of new materials.

What precautions should be taken when handling Benzyl [(1R,3S)-3-aminocyclohexyl]carbamate (CAS: 1932063-48-3)?

When handling Benzyl [(1R,3S)-3-aminocyclohexyl]carbamate (CAS: 1932063-48-3), it is important to wear appropriate personal protective equipment (PPE), including gloves and safety goggles. The compound should be stored in a cool, dry place, away from strong acids and bases. In case of a spill, use a fume hood to prevent inhalation, and follow standard laboratory safety procedures. Always refer to the Material Safety Data Sheet (MSDS) for detailed handling instructions.