(2S)-4-(Benzyloxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-oxobutanoic acid

Basic Information

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CAS Number

86060-84-6

Molecular Formula

C26H23NO6

Molecular Weight

445.47 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

Physical State

WHITE SOLID

Melting Point

125.0 to 129.0 deg-C

Boiling Point

687.2°C at 760 mmHg

Density

1.3100

Flash Point

369.4°C

Solubility

Soluble in methanol.

Refractive Index

1.62

Specific Rotation

-20 º (c=1% in DMF)

SMILES

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OC(=O)[C@H](CC(=O)OCc1ccccc1)NC(=O)OCC2c3ccccc3-c4ccccc24

InChI

InChI=1S/C26H23NO6/c28-24(32-15-17-8-2-1-3-9-17)14-23(25(29)30)27-26(31)33-16-22-20-12-6-4-10-18(20)19-11-5-7-13-21(19)22/h1-13,22-23H,14-16H2,(H,27,31)(H,29,30)/t23-/m0/s1

InChIKey

OQGAELAJEGGNKG-QHCPKHFHSA-N

LogP

4.111800000000003

Topological Polar Surface Area

101.92999999999999 Å²

Hydrogen Bond Donor/Acceptor

2 / 7

Complexity

668

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

Fmoc-L-aspartic acid 4-benzyl ester
Fmoc-L-Aspartic Acid beta-Benzyl Ester
Fmoc-Asp(OBzl)-OH
Fmoc-L-aspartic acid β-benzyl ester
(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-oxo-4-phenylmethoxybutanoic acid
Fmoc-Asp(OBzl)-OH Fmoc-L-aspartic acid β-benzyl ester
H-Ile-OEt∙HCl
N-Alpha-Fmoc-L-aspartic acid beta-benzyl ester
4-Benzyl N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-aspartate
L-Fmoc-aspartic acid beta-benzyl ester
4-Benzyl N-Fmoc-L-aspartate
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-aspartic Acid 4-Benzyl Ester
N-Fmoc-L-aspartic Acid 4-Benzyl Ester
(2S)-4-(benzyloxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-oxobutanoic acid

MDL Number

MFCD00065630

Customs Code

2924299090

FAQ

What are the physical and chemical properties of (2S)-4-(Benzyloxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-oxobutanoic acid (CAS: 86060-84-6)?

This compound is a white crystalline solid with a molecular weight of approximately 538.5 g/mol. It has a low solubility in water but is more soluble in organic solvents like DMSO. Chemically, it is stable but can react with bases to form salts. Its reactivity is moderate, and it can be derivatized under mild conditions.

How is (2S)-4-(Benzyloxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-oxobutanoic acid (CAS: 86060-84-6) typically synthesized?

The compound is synthesized via a multi-step process involving protection of the amino group, esterification, and coupling reactions. Commonly, 9-fluorenylmethoxycarbonyl (FMOC) protection and solid-phase synthesis techniques are employed. The overall yield is moderate, and selectivity is good.

What industries use (2S)-4-(Benzyloxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-oxobutanoic acid (CAS: 86060-84-6)?

This compound is used in the pharmaceutical industry as a key intermediate in the synthesis of various medicinal compounds. It is also relevant to the polymer industry due to its reactivity and stability. Additionally, it has potential uses in sensor and semiconductor technology.

What precautions should be taken when handling (2S)-4-(Benzyloxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-oxobutanoic acid (CAS: 86060-84-6)?

Proper personal protective equipment (PPE) such as gloves, goggles, and lab coat should be worn. Work should be conducted in a fume hood. Spills should be cleaned up with appropriate solvents. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal information.