(4S)-4-Hydroxy-L-proline

Basic Information

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CAS Number

618-27-9

Molecular Formula

C5H9NO3

Molecular Weight

131.13 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Water Treatment Chemicals Coagulants and Flocculants Inorganic Coagulants

Basic Physical Properties

Physical State

White to Yellow Solid

Melting Point

257 °C (dec.)

Boiling Point

355.2℃ at 760 mmHg

Density

1.3121 (rough estimate)

Flash Point

168.6ºC

Solubility

soluble

Refractive Index

-59 ° (C=2, H2O)

Specific Rotation

-59 º (c=2, H2O)

SMILES

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C1C(CNC1C(=O)O)O

InChI

InChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4-/m0/s1

InChIKey

PMMYEEVYMWASQN-IMJSIDKUSA-N

LogP

-1.2061999999999997

Topological Polar Surface Area

69.56 Å²

Hydrogen Bond Donor/Acceptor

3 / 4

Complexity

125

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H317 May cause an allergic skin reaction
Sensitization, Skin

Synonyms & References

English

cis-4-Hydroxy-L-proline, collagen synthesis inhibitor
EN300-66089
L-Hydroxy proline
L-Proline, 4-hydroxy-, (4S)-
Hydroxyproline cis-form
rel-(2S,4S)-4-Hydroxypyrrolidine-2-carboxylic acid
CHEBI:28397
CS-W009077
UNII-43V78B6A3B
Hydroxyproline, cis-
cis-4-Hydroxy-L-proline, Vetec(TM) reagent grade, 98%
H-CIS-HYP-OH
4-hydroxyproline
L-Proline, 4-hydroxy-, cis-
NSC-206274
Q-200862
AM808165
4-cis-L-hydroxyproline
CS-0526875
EINECS 210-542-1
Proline, 4-allo-hydroxy-, L-
AKOS016015787
A8558
(4S)-4-hydroxy-L-proline
L-CIS-HYDROXYPROLINE
NSC 206274
AS-15085
cis-4-Hydroxypyrrolidine-2-carboxylic acid
cis-Hydroxyproline
BDBM50357209
allo-hydroxy-L-Proline

MDL Number

MFCD00064319

Customs Code

29339900

FAQ

What are the physical and chemical properties of (4S)-4-Hydroxy-L-proline (CAS: 618-27-9)?

(4S)-4-Hydroxy-L-proline is a white crystalline solid with a molecular weight of approximately 141.16 g/mol. It is slightly soluble in water and ethanol. The compound is reactive and can undergo hydrolysis under acidic or basic conditions.

How is (4S)-4-Hydroxy-L-proline (CAS: 618-27-9) typically synthesized?

(4S)-4-Hydroxy-L-proline can be synthesized via the hydroxylation of L-proline using a hydrogen peroxide/ferrous sulfate system. The reaction yields a 90% pure product with good selectivity and a high yield of 85%.

What industries use (4S)-4-Hydroxy-L-proline (CAS: 618-27-9)?

(4S)-4-Hydroxy-L-proline finds applications in the pharmaceutical industry for the synthesis of prodrugs and as a building block in medicinal chemistry. It is also used in the production of certain polymers and as a component in sensor technologies.

What precautions should be taken when handling (4S)-4-Hydroxy-L-proline (CAS: 618-27-9)?

When handling (4S)-4-Hydroxy-L-proline, use personal protective equipment such as gloves and safety goggles. Store in a cool, dry place away from direct sunlight and heat sources. In case of spill, use a fume hood and follow standard lab safety procedures. Always consult the Safety Data Sheet (SDS) for detailed handling instructions.