(2S)-2-{[(tert-butoxy)carbonyl]amino}-4-(methylsulfanyl)butanoic acid

Basic Information

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CAS Number

2488-15-5

Molecular Formula

C10H19NO4S

Molecular Weight

249.33 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Physical Properties

Melting Point

48.0 to 52.0 deg-C

Boiling Point

415.5°C at 760 mmHg

Density

1.1600

Flash Point

205.1 °C

Refractive Index

-22 ° (C=1.3, AcOH)

Specific Rotation

-23 º (c=1.3, methanol)

SMILES

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CC(C)(C)OC(=O)NC(CCSC)C(=O)O

InChI

InChI=1S/C10H19NO4S/c1-10(2,3)15-9(14)11-7(8(12)13)5-6-16-4/h7H,5-6H2,1-4H3,(H,11,14)(H,12,13)/t7-/m0/s1

InChIKey

IMUSLIHRIYOHEV-ZETCQYMHSA-N

LogP

1.7174

Topological Polar Surface Area

75.63 Å²

Hydrogen Bond Donor/Acceptor

2 / 5

Complexity

250

Safety Information

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GHS Hazard Pictograms

H319

Hazard Statement

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Synonyms & References

English

HY-W009502
N-tert-butoxycarbonyl L-methionine
Boc-Met-OH, 99%
NS00081559
N-(tert-Butoxycarbonyl)(methyl)homocysteine #
CHEMBL117467
(S)-2-tert-Butoxycarbonylamino-4-methylsulfanyl-butyric acid
Boc-methionine
Boc-L-Methionine (Boc-L-Met-OH)
boc-l-met
(2S)-2-{[(tert-butoxy)carbonyl]amino}-4-(methylsulfanyl)butanoic acid
nalpha-tert-butoxycarbonyl-l-methionine
STR07511
BCP08139
(S)-N-(tert-butoxycarbonyl)methionine
(s)-n-(tert-butoxycarbonyl) methionine
B1636
D70229
Boc-Met-OH
N-tert-butoxycarbonylmethionine
AKOS010397674
(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-methylsulfanylbutanoic acid
N-Boc-L-methionine
N-tert-butoxycarbonyl-L-methionine
N-(tert-Butoxycarbonyl)-L-methionine
2488-15-5
Boc-L-Met-OH
n-(t-butoxycarbonyl)-l-methionine
tert-Butoxycarbonyl-L-methionine
J-300196
(TERT-BUTOXYCARBONYL)-L-METHIONINE

MDL Number

MFCD00065586

Customs Code

2930909090

FAQ

What are the physical and chemical properties of (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-(methylsulfanyl)butanoic acid (CAS: 2488-15-5)?

(2S)-2-{[(tert-butoxy)carbonyl]amino}-4-(methylsulfanyl)butanoic acid is a white crystalline solid with a molecular weight of approximately 298.39 g/mol. It is slightly soluble in water but more soluble in organic solvents like methanol and ethanol. The compound is known for its stability and low reactivity under normal conditions, making it suitable for various chemical transformations. It has a pKa of around 8.5, indicating basic properties.

How is (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-(methylsulfanyl)butanoic acid (CAS: 2488-15-5) typically synthesized?

(2S)-2-{[(tert-butoxy)carbonyl]amino}-4-(methylsulfanyl)butanoic acid is typically synthesized via a multi-step process involving the protection of the amino group with tert-butoxycarbonyl (BOC) followed by the introduction of the sulfide group. The synthesis often requires careful control of reagents and reaction conditions to achieve high yield and selectivity. Commonly, reactions are conducted under mild conditions, and appropriate catalysts and solvents are used to enhance reactivity and control side reactions.

What industries use (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-(methylsulfanyl)butanoic acid (CAS: 2488-15-5)?

(2S)-2-{[(tert-butoxy)carbonyl]amino}-4-(methylsulfanyl)butanoic acid is primarily used in the pharmaceutical industry as an intermediate in the synthesis of various drugs. It is also valuable in the polymer industry for functionalization purposes and in the production of sensors and semiconductors due to its unique chemical properties. Its ability to form stable esters and amides makes it a versatile compound in these applications.

What precautions should be taken when handling (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-(methylsulfanyl)butanoic acid (CAS: 2488-15-5)?

When handling (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-(methylsulfanyl)butanoic acid (CAS: 2488-15-5), it is essential to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and laboratory coat. Ensure the work is conducted in a well-ventilated area or a fume hood to minimize inhalation of any vapors. Spills should be immediately cleaned up using appropriate absorbent materials and disposed of according to local regulations. Always consult the Safety Data Sheet (SDS) for detailed handling and emergency procedures.