(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid

Basic Information

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CAS Number

135837-63-7

Molecular Formula

C20H17NO4

Molecular Weight

335.36 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

SMILES

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C1C=CC(N1C(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)C(=O)O

InChI

InChI=1S/C20H17NO4/c22-19(23)18-10-5-11-21(18)20(24)25-12-17-15-8-3-1-6-13(15)14-7-2-4-9-16(14)17/h1-10,17-18H,11-12H2,(H,22,23)/t18-/m0/s1

InChIKey

OALUMAMYGOBVTF-SFHVURJKSA-N

LogP

3.260500000000002

Topological Polar Surface Area

66.84 Å²

Hydrogen Bond Donor/Acceptor

1 / 5

Complexity

538

Safety Information

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Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

AS-46820
Fmoc-3,4-dehydro-L-proline, AldrichCPR
PD197228
1H-Pyrrole-1,2-dicarboxylicacid,2,5-dihydro-,1-(9H-fluoren-9-ylmethyl)ester,(2S)-
(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid
(2S)-1-(9H-fluoren-9-ylmethoxycarbonyl)-2,5-dihydropyrrole-2-carboxylic Acid
N-alpha-(9-Fluorenylmethyloxycarbonyl)-3,4-dehydro-L-proline
Fmoc-3,4-dehydro-L-proline
Fmoc-3,4-dehydroPro-OH
Fmoc-delta-Pro-OH
CS-0046773
DTXSID90474519
Fmoc-deltaPro-OH
135837-63-7
HY-W053705
MFCD00151940
F10621
SCHEMBL12964290
AKOS025312286
1H-Pyrrole-1,2-dicarboxylicacid, 2,5-dihydro-, 1-(9H-fluoren-9-ylmethyl) ester, (2S)-
Fmoc-3,4-dehydro-Pro-OH
Fmoc-3004-dehydro-Pro-OH
(2S)-1-(9H-fluoren-9-ylmethoxycarbonyl)-2,5-dihydropyrrole-2-carboxylic acid
4-DEHYDRO-L-PROLINE
FMOC-3
(S)-2,5-Dihydro-1H-pyrrole-1,2-dicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester
Z5637
1H-Pyrrole-1,2-dicarboxylicacid,2,5-dihydro-,1-(9H-fluoren-9-ylmethyl)este

MDL Number

MFCD00151940

FAQ

What are the physical and chemical properties of (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid (CAS: 135837-63-7)?

(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid is a white or off-white crystalline solid with a molecular weight of approximately 427.41 g/mol. It is sparingly soluble in water but readily soluble in organic solvents such as DMSO and DMF. This compound exhibits typical ester reactivity and can undergo nucleophilic substitution reactions. It is stable under normal conditions but should be stored away from moisture and heat.

How is (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid (CAS: 135837-63-7) typically synthesized?

(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid can be synthesized via a multistep process involving the protection of a pyrrole ring and subsequent introduction of a fluorenecarbonylmethoxy group. Common methods include nucleophilic substitution reactions and condensation reactions. The overall yield is around 70-80%, and the reaction typically proceeds under mild conditions with appropriate catalysts.

What industries use (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid (CAS: 135837-63-7)?

(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid finds applications in the pharmaceutical and polymer industries. It serves as a key intermediate in the synthesis of various bioactive molecules and polymers due to its unique functional groups. Additionally, it is used in the development of chemical sensors and in the production of certain electronic materials with semiconducting properties.

What precautions should be taken when handling (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid (CAS: 135837-63-7)?

When handling (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid (CAS: 135837-63-7), it is important to wear personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or under a fume hood. Spills should be cleaned up immediately using appropriate absorbent materials. Always refer to the safety data sheet (SDS) for detailed handling and disposal instructions.