1-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-proline

Basic Information

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CAS Number

101555-62-8

Molecular Formula

C20H19NO4

Molecular Weight

337.38 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

Melting Point

95-101°C

Boiling Point

548.6°C at 760 mmHg

Flash Point

285.6℃

Refractive Index

1.634

Specific Rotation

+31.2° (C=1, DMF)

SMILES

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c1ccc2c(c1)-c3ccccc3C2COC(=O)N4CCC[C@@H]4C(=O)O

InChI

InChI=1S/C20H19NO4/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/h1-4,6-9,17-18H,5,10-12H2,(H,22,23)/t18-/m1/s1

InChIKey

ZPGDWQNBZYOZTI-GOSISDBHSA-N

LogP

3.4845000000000015

Topological Polar Surface Area

66.84 Å²

Hydrogen Bond Donor/Acceptor

1 / 5

Complexity

500

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

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

fmoc-D-proline
Fmoc-D-Pro-OH
N-alpha-(9-fluorenylmethyloxycarbonyl)-D-proline
N-Fmoc-D-proline
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-proline
D-Proline-N-Fmoc
Fmoc-D-Pro-OH*H2O
H-Lys(Z)-OMe·HCl
(2R)-1-(9H-fluoren-9-ylmethoxycarbonyl)pyrrolidine-2-carboxylic acid
FMOC-D-
FMOC-D-PRO
FMOC-D-PRO-OH H2O
FMOC-D-PYRD(2)-OH
D-Proline-d3-N-FMOC
FMoc-D-Pro-OH ,99%
Fmoc-D-proline ,99%
KSC908S9R
ZPGDWQNBZYOZTI-GOSISDBHSA-N
AM82195
AB02952
N-(9-Fluorenylmethoxycarbonyl)-D-proline
FMOC-D-PROLINE
n-fmoc-d-proline

MDL Number

MFCD00077067

Customs Code

2933990090

FAQ

What are the physical and chemical properties of 1-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-proline (CAS: 101555-62-8)?

1-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-proline (CAS: 101555-62-8) is a crystalline compound with a molecular weight of approximately 453.36 g/mol. It has a high solubility in organic solvents such as dimethyl sulfoxide (DMSO) and chloroform. The compound is known for its stability and moderate reactivity in various chemical reactions, particularly in peptide synthesis and medicinal chemistry.

How is 1-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-proline (CAS: 101555-62-8) typically synthesized?

1-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-proline (CAS: 101555-62-8) can be synthesized via the condensation of fluoren-9-ylmethanol with D-proline in the presence of a coupling agent such as 1-hydroxybenzotriazole (HOBt) and a base like 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC). The reaction yields a high purity product with excellent selectivity and yield, making it a key intermediate in various peptide synthesis applications.

What industries use 1-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-proline (CAS: 101555-62-8)?

1-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-proline (CAS: 101555-62-8) is extensively used in the pharmaceutical and polymer industries. It serves as a key intermediate in the synthesis of bioactive peptides and proteins, as well as in the development of polymeric materials with enhanced biological and mechanical properties. Its ability to form stable amide bonds makes it valuable in both fields.

What precautions should be taken when handling 1-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-proline (CAS: 101555-62-8)?

When handling 1-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-proline (CAS: 101555-62-8), it is essential to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation risks. Spills should be cleaned up immediately using appropriate absorbent materials and disposed of according to local hazardous waste regulations. For detailed safety information, refer to the material safety data sheet (MSDS) or safety data sheet (SDS).