(2S,4S)-1-[(benzyloxy)carbonyl]-4-hydroxypyrrolidine-2-carboxylic acid | CAS No. 13504-86-4

(2S,4S)-1-[(benzyloxy)carbonyl]-4-hydroxypyrrolidine-2-carboxylic acid

Basic Information

CAS Number

13504-86-4

Molecular Formula

C13H15NO5

Molecular Weight

265.27 g/mol

AD

Basic Physical Properties

Boiling Point

486.9°C at 760 mmHg

O[C@H]1C[C@H](N(C1)C(=O)OCc2ccccc2)C(=O)O

InChI

InChI=1S/C13H15NO5/c15-10-6-11(12(16)17)14(7-10)13(18)19-8-9-4-2-1-3-5-9/h1-5,10-11,15H,6-8H2,(H,16,17)/t10-,11-/m0/s1

InChIKey

WWVCWLBEARZMAH-QWRGUYRKSA-N

LogP

0.8430000000000002

Topological Polar Surface Area

87.07000000000001 Ų

Hydrogen Bond Donor/Acceptor

2 / 6

Safety Information

View Safety Information

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

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

  • (2S,4S)-1-((Benzyloxy)carbonyl)-4-hydroxypyrrolidine-2-carboxylic acid
  • (2S,4S)-1-(Benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid
  • (2S,4S)-4-hydroxy-1,2-Pyrrolidinedicarboxylic acid 1-(phenylmethyl) ester
  • 1,2-Pyrrolidinedicarboxylicacid, 4-hydroxy-, 1-(phenylmethyl) ester, (2S,4S)-
  • Z-CIS-HYP-OH
  • Z-L-CIS-4-HYDROXYPROLINE
  • Z-L-cis-Hyp-OH
  • CBZ-cis-Hyp-OH
  • Z-cis-L-Hyp-OH
  • Z-CIS-HYDROXYPROLINE
  • Z-CIS-4-HYDROXY-L-PROLINE
  • 1-(Benzyloxycarbonyl)-4α-hydroxy-L-proline
  • N-ALPHA-CARBOBENZOXY-CIS-4-HYDROXY-L-PROLINE
  • (2S,4S)-1-[(benzyloxy)carbonyl]-4-hydroxypyrrolidine-2-carboxylic acid

MDL Number

MFCD00238423

FAQ

What are the physical and chemical properties of (2S,4S)-1-[(benzyloxy)carbonyl]-4-hydroxypyrrolidine-2-carboxylic acid (CAS: 13504-86-4)?

The compound has a crystalline form and a molecular weight of approximately 288.25 g/mol. It is slightly soluble in water and has limited solubility in organic solvents. The compound is known for its reactivity in esterification and amidation reactions due to the presence of the carboxylic acid and hydroxyl functionalities.

How is (2S,4S)-1-[(benzyloxy)carbonyl]-4-hydroxypyrrolidine-2-carboxylic acid (CAS: 13504-86-4) typically synthesized?

This compound is typically synthesized through a multi-step process involving the protection of a primary alcohol with a benzyloxycarbonyl group, followed by the introduction of the carboxylic acid functionality. The synthesis often involves the use of coupling reagents and protecting group strategies to ensure selective modifications.

What industries use (2S,4S)-1-[(benzyloxy)carbonyl]-4-hydroxypyrrolidine-2-carboxylic acid (CAS: 13504-86-4)?

This compound is used in the pharmaceutical industry for the synthesis of various drug molecules. It is also utilized in the polymer industry for the modification of polymers to enhance their properties. Additionally, it has potential applications in the development of sensors and semiconductors due to its functional groups.

What precautions should be taken when handling (2S,4S)-1-[(benzyloxy)carbonyl]-4-hydroxypyrrolidine-2-carboxylic acid (CAS: 13504-86-4)?

Proper personal protective equipment (PPE) such as gloves, goggles, and a lab coat should be worn when handling this compound. It should be stored in a well-ventilated area and handled in a fume hood to minimize exposure. Spills should be cleaned up immediately using appropriate safety procedures, and the Material Safety Data Sheet (MSDS) should be consulted for detailed safety information.

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