(3S)-4-(Benzyloxy)-3-{[(benzyloxy)carbonyl]amino}-4-oxobutanoic acid

Basic Information

View in Editor

CAS Number

4779-31-1

Molecular Formula

C19H19NO6

Molecular Weight

357.36 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

82-85°C

Specific Rotation

-10.8° (c=1.2 AcOH)

SMILES

View in Editor

C1=CC=C(C=C1)COC(=O)C(CC(=O)O)NC(=O)OCC2=CC=CC=C2

InChI

InChI=1S/C19H19NO6/c21-17(22)11-16(18(23)25-12-14-7-3-1-4-8-14)20-19(24)26-13-15-9-5-2-6-10-15/h1-10,16H,11-13H2,(H,20,24)(H,21,22)/t16-/m0/s1

InChIKey

UYOZWZKJQRBZRH-INIZCTEOSA-N

LogP

2.4995000000000003

Topological Polar Surface Area

101.93000000000002 Å²

Hydrogen Bond Donor/Acceptor

2 / 7

Complexity

469

Safety Information

View Safety Information

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

Synonyms & References

English

CS-W009401
J-300062
Cbz-(L)-Asp-OBn
1-Benzyl N-carbobenzyloxy-L-aspartate
Z-Asp-OBzl
benzyloxycarbonyl-l-aspartic-benzyl ester
AS-18373
AM81614
(3S)-4-(benzyloxy)-3-{[(benzyloxy)carbonyl]amino}-4-oxobutanoic acid
(S)-4-(Benzyloxy)-3-[(benzyloxycarbonyl)amino]-4-oxobutyric acid
Z-Asp-OBn
(3S)-4-oxo-4-(phenylmethoxy)-3-(phenylmethoxycarbonylamino)butanoic acid
(3S)-4-oxidanylidene-4-phenylmethoxy-3-(phenylmethoxycarbonylamino)butanoic acid
4779-31-1
A827341
EN300-1722126
HY-W008685
FD10540
Z-L-aspartic acid
Q-101787
DTXSID60426388
SCHEMBL4280669
(3S)-4-oxo-4-phenylmethoxy-3-(phenylmethoxycarbonylamino)butanoic acid
A-benzyl ester
N-Carbobenzyloxy-L-aspartic acid 1-benzyl Ester
MFCD00038594
(S)-4-(BENZYLOXY)-3-(((BENZYLOXY)CARBONYL)AMINO)-4-OXOBUTANOIC ACID
(s)-4-(benzyloxy)-3-(benzyloxycarbonylamino)-4-oxobutanoic acid
UYOZWZKJQRBZRH-INIZCTEOSA-N
AKOS015919727
N-Benzyloxycarbonyl-L-aspartic acid 1-benzyl ester

MDL Number

MFCD00038594

FAQ

What are the physical and chemical properties of (3S)-4-(Benzyloxy)-3-{[(benzyloxy)carbonyl]amino}-4-oxobutanoic acid (CAS: 4779-31-1)?

(3S)-4-(Benzyloxy)-3-{[(benzyloxy)carbonyl]amino}-4-oxobutanoic acid is a white or off-white crystalline solid with a molecular weight of approximately 342.33 g/mol. It has a high solubility in organic solvents like methanol and ethanol but is less soluble in water. This compound is known for its reactivity in esterification and amide formation reactions. It can be used for peptide synthesis and as a building block in organic synthesis.

How is (3S)-4-(Benzyloxy)-3-{[(benzyloxy)carbonyl]amino}-4-oxobutanoic acid (CAS: 4779-31-1) typically synthesized?

(3S)-4-(Benzyloxy)-3-{[(benzyloxy)carbonyl]amino}-4-oxobutanoic acid can be synthesized via a multi-step process involving the protection of the hydroxyl group, followed by amide formation, and finally deprotection. Commonly used reagents include benzyloxycarbonyl chloride and sodium hydride, with high yield and good selectivity. Detailed protocols are available in the literature.

What industries use (3S)-4-(Benzyloxy)-3-{[(benzyloxy)carbonyl]amino}-4-oxobutanoic acid (CAS: 4779-31-1)?

(3S)-4-(Benzyloxy)-3-{[(benzyloxy)carbonyl]amino}-4-oxobutanoic acid is predominantly used in the pharmaceutical industry for the synthesis of peptides and other biologically active compounds. It is also utilized in the chemical industry for the development of novel materials and in the sensor industry for its reactivity in detection processes. Its applications in semiconductors and polymers are less common but are being explored.

What precautions should be taken when handling (3S)-4-(Benzyloxy)-3-{[(benzyloxy)carbonyl]amino}-4-oxobutanoic acid (CAS: 4779-31-1)?

When handling (3S)-4-(Benzyloxy)-3-{[(benzyloxy)carbonyl]amino}-4-oxobutanoic acid, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a fume hood due to its potential volatility. Spills should be cleaned up using appropriate absorbent materials and disposed of in accordance with local regulations. Safety data sheets (SDS) should be consulted for detailed handling procedures and emergency response guidelines.