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02300

Sigma-Aldrich

D-(+)-Malic acid

unnatural form, ≥97.0% (T)

Sinonimo/i:

(R)-(+)-2-Hydroxysuccinic acid, D-Hydroxybutanedioic acid

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About This Item

Formula condensata:
HO2CCH2CH(OH)CO2H
Numero CAS:
Peso molecolare:
134.09
Beilstein:
1723540
Numero CE:
Numero MDL:
Codice UNSPSC:
51113400
ID PubChem:
NACRES:
NA.22

Livello qualitativo

Saggio

≥97.0% (T)

Attività ottica

[α]20/D +28.0±2°, c = 5.5% in pyridine

Qualità

unnatural form

Punto di fusione

98-102 °C (lit.)

Stringa SMILE

O[C@H](CC(O)=O)C(O)=O

InChI

1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m1/s1
BJEPYKJPYRNKOW-UWTATZPHSA-N

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Applicazioni

D-(+)-Malic acid can be used:
  • As a starting material for the enantioselective total synthesis of (−)-erinapyrone B.
  • As a chiral organocatalyst in the synthesis of α-aminophosphonates from various aldehydes, aniline, and diethyl phosphite.

Pittogrammi

CorrosionExclamation mark

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


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Concise Total Synthesis of (-)-Erinapyrone B from D-(+)-Malic Acid
Samala R, et al.
Synthetic Communications, 44(4), 500-506 (2014)
C Orskov et al.
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We developed specific, C-terminal radioimmunoassays for three proglucagon (PG) fragments: PG 151-158, PG 151-160 and PG 126-159 (glucagon-like peptide-2 (GLP-2] in order to determine the exact C-terminal sequence of the newly isolated GLP-2 in man and pig. The antigens and
R Kaminsky et al.
Tropical medicine & international health : TM & IH, 1(2), 255-263 (1996-04-01)
The unique features of purine salvage systems of pathogenic haemoflagellates render them selectively susceptible to the cytotoxic effects of purine analogues. A series of acyclic nucleoside phosphonates were evaluated for activity against pathogenic haemoflagellates in vitro. One of the phosphonylmethoxyalkylpurines
K Leckel et al.
Clinical and experimental immunology, 134(2), 238-245 (2003-11-18)
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One pot green synthesis of α-aminophosphonates with D-Malic acid as an organocatalyst
AIP Conference Proceedings, 1860(1), 020057-020057 (2017)

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