(2R)-2-({[(2-Methyl-2-propanyl)oxy]carbonyl}amino)-3-(2-naphthyl)propanoic acid

Basic Information

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CAS Number

76985-10-9

Molecular Formula

C18H21NO4

Molecular Weight

315.37 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

95°C(dec.)

Boiling Point

512.2°C at 760 mmHg

Density

1.2164 (rough estimate)

Flash Point

263.6 °C

Refractive Index

1.5740 (estimate)

Specific Rotation

-45 º (c=1% in ethanol)

SMILES

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CC(C)(C)OC(=O)NC(CC1=CC2=CC=CC=C2C=C1)C(=O)O

InChI

InChI=1S/C18H21NO4/c1-18(2,3)23-17(22)19-15(16(20)21)11-12-8-9-13-6-4-5-7-14(13)10-12/h4-10,15H,11H2,1-3H3,(H,19,22)(H,20,21)/t15-/m1/s1

InChIKey

URKWHOVNPHQQTM-OAHLLOKOSA-N

LogP

3.3602000000000016

Topological Polar Surface Area

75.63 Å²

Hydrogen Bond Donor/Acceptor

2 / 5

Complexity

429

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

URKWHOVNPHQQTM-OAHLLOKOSA-N
(R)-2-((tert-butoxycarbonyl)amino)-3-(naphthalen-2-yl)propanoic acid
(R)-alpha-tert-Butoxycarbonylamino-2-naphthalenepropionic Acid
N-Boc-3-(2-naphthyl)-D-alanine
FD10531
CS-0046078
N-BOC-2-(2-NAPHTHYL)-D-ALANINE
PD196585
(R)-alpha-(Boc-amino)-2-naphthalenepropionic Acid
(2R)-2-tert-Butoxycarbonylamino-3-(2-naphthyl)propionic acid
HY-W008489
3-NAPHTH-2-YL-D-ALANINE, N-BOC PROTECTED
76985-10-9
BOC-D-ALA(2-NAPH)-OH
(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-naphthalen-2-ylpropanoic acid
A838927
EN300-2010703
N-(tert-Butoxycarbonyl)-3-(2-naphthyl)-D-alanine
(2R)-2-[(2-Methylpropan-2-yl)oxycarbonylamino]-3-naphthalen-2-ylpropanoic acid;
(2R)-2-(tert-Butoxycarbonylamino)-3-(2-naphthyl)propionic acid
Boc-3-(2-naphthyl)-D-alanine
(R)-2-(tert-Butoxycarbonylamino)-3-(naphthalen-2-yl)propanoic acid (Boc-D-2Nal-OH)
N-TERT-BUTOXYCARBONYL-2-NAPHTHYL-D-ALANINE
(R)-N-BOC-2-Naphthylalanine
Boc-D-2-Nal-OH
AKOS015909903
AM83703
Boc-D-2-Nal-OH, >=97.0% (HPLC)
M03151
AC-7946
CS-W008489

MDL Number

MFCD00076900

FAQ

What are the physical and chemical properties of (2R)-2-({[(2-Methyl-2-propanyl)oxy]carbonyl}amino)-3-(2-naphthyl)propanoic acid (CAS: 76985-10-9)?

This compound is a white to off-white crystalline solid. Its molecular weight is approximately 344.35 g/mol. It has low water solubility and moderate solubility in organic solvents. Chemically, it is reactive towards bases and can undergo hydrolysis. It is stable under acidic conditions and requires protection from moisture and light.

How is (2R)-2-({[(2-Methyl-2-propanyl)oxy]carbonyl}amino)-3-(2-naphthyl)propanoic acid (CAS: 76985-10-9) typically synthesized?

This compound can be synthesized via the carboxylation of 2-naphthylalanine methyl ester using sodium hydride as a base and carbon dioxide as the CO2 source. The synthetic method involves the coupling of amino acid derivatives and naphthalene, with a yield of up to 75%. The reaction is typically carried out under anhydrous conditions and at elevated temperatures.

What industries use (2R)-2-({[(2-Methyl-2-propanyl)oxy]carbonyl}amino)-3-(2-naphthyl)propanoic acid (CAS: 76985-10-9)?

This compound is primarily used in the pharmaceutical industry for the synthesis of various bioactive compounds. It is also employed in the production of advanced materials, such as polymers and sensors, due to its unique chemical structure. Additionally, it has potential applications in semiconductors as a dopant or precursor.

What precautions should be taken when handling (2R)-2-({[(2-Methyl-2-propanyl)oxy]carbonyl}amino)-3-(2-naphthyl)propanoic acid (CAS: 76985-10-9)?

Proper personal protective equipment (PPE) should be worn when handling this compound, including gloves, lab coat, and safety goggles. It should be stored in a dry, cool place away from direct sunlight. Spills should be handled using appropriate absorbents and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal instructions.