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344-25-2

  • Product NameD-Proline
  • Molecular FormulaC5H9NO2
  • Molecular Weight225.168
  • Purity99%
  • AppearanceWhite to off-white powder
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Product Details

Quick Details

  • CasNo： 344-25-2
  • Molecular Formula： C5H9NO2
  • Appearance： White to off-white powder
  • Purity： 99%

Pharma Grade D-Proline 344-25-2 Powder

  • Molecular Formula:C5H9NO2
  • Molecular Weight:225.168
  • Appearance/Colour:White to off-white powder 
  • Melting Point:223 °C (dec.)(lit.) 
  • Refractive Index:85 ° (C=4, H2O) 
  • Boiling Point:252.2 °C at 760 mmHg 
  • PKA:1.952(at 25℃) 
  • Flash Point:106.3 °C 
  • PSA：49.33000 
  • Density:1.186 g/cm3 
  • LogP:0.15180 

D-Pyrrolidine-2-carboxylic acid(Cas 344-25-2) Usage

Chemical Properties

White to off-white powder

Uses

D-proline is an important chiral intermediate in the production of several serotonin analogs, such as eletriptan, which is an anti-migraine drug. Used in the synthesis of (R)-(+)-N-Boc-Pipecolic Acid, (S)-(-)-Coniine, (S)-(+)-Pelletierine, (+)-.beta.-Conhydrine, and (S)-(-)-Ropivacaine and formal synthesis of (-)-Lasubine II and (+)-Cermizine C. D-proline could trigger the dysfunction of bacterial cells and affect bacterial reproduction. d-proline can be used as the reducing and capping agent to prepare fluorescent gold nanoclusters.

Definition

ChEBI: The D-enantiomer of proline.

Isomeric SMILES: C1C[C@@H](NC1)C(=O)O  
InChIKey: ONIBWKKTOPOVIA-SCSAIBSYSA-N  
InChI: InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m1/s1  

344-25-2 Relevant articles

Cooperative photocatalysis and l-/d-proline catalysis enables enantioselective oxidative cross-dehydrogenative coupling of acyclic benzylic secondary amines with ketones

Chao-Jiu Long, a   Hong-Ping Pu,a   Ya-Nan Zhao,b   Yan-Hong He *a  and  Zhi Guan *a

Organic Chemistry Frontiers, Issue 9, 2023

In addition, the desired products with opposite configurations can be easily obtained by employing cheap and commercially available L-/D-proline as chiral organocatalysts.

Identification of highly potent and selective MMP2 inhibitors addressing the S1′ subsite with D-proline-based compounds

Author links open overlay panelElena Lenci a, Riccardo Innocenti a, Tommaso Di Francescantonio a, Gloria Menchi a b, Francesca Bianchini b c, Alessandro Contini d, Andrea Trabocchi a b

Bioorganic & Medicinal Chemistry Volume 27, Issue 9, 1 May 2019, Pages 1891-1902

The synthesis of d-proline-derived hydroxamic acids containing diverse appendages at the amino group, varying in length and decoration allowed to give insight on the MMP2/MMP9 …

344-25-2 Process route

cyclo-(L-Pro-L-Leu-D-Pro-L-Phe)

cyclo-(L-Pro-L-Leu-D-Pro-L-Phe)

L-leucine
61-90-5,21675-61-6,25248-98-0,70-45-1

L-leucine

L-phenylalanine
63-91-2,25191-15-5,658-69-5,67675-33-6

L-phenylalanine

<i>L</i>-proline
147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7

L-proline

D-Prolin
344-25-2,25191-13-3,37159-97-0,4305-67-3,4607-28-7

D-Prolin

Conditions
Conditions Yield
With hydrogenchloride; In water; at 110 ℃; for 24h;
 
cyclo-(Pro-Ile-Pro-Phe)

cyclo-(Pro-Ile-Pro-Phe)

L-isoleucine
73-32-5,959215-79-3,18875-42-8

L-isoleucine

L-phenylalanine
63-91-2,25191-15-5,658-69-5,67675-33-6

L-phenylalanine

<i>L</i>-proline
147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7

L-proline

D-Prolin
344-25-2,25191-13-3,37159-97-0,4305-67-3,4607-28-7

D-Prolin

Conditions
Conditions Yield
With hydrogenchloride; In water; at 110 ℃; for 24h;
 

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344-25-2 Downstream products

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    2000-59-1

    5-amino-2-oxo-valeric acid

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    (D)-1-benzylpyrrolidine-2-carboxylic acid

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    D-proline methyl ester hydrochloride

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    ethyl proline hydrochloride

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