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Merck

49800

Sigma-Aldrich

D-(+)-Glyceraldehyde

≥98.0% (HPLC)

Sinónimos:

(2R)-2,3-Dihydroxypropanal, Triose

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About This Item

Fórmula empírica (notación de Hill):
C3H6O3
Número de CAS:
Peso molecular:
90.08
Beilstein/REAXYS Number:
1720474
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥98.0% (HPLC)

impurities

≤10% water

storage temp.

2-8°C

SMILES string

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

InChI

1S/C3H6O3/c4-1-3(6)2-5/h1,3,5-6H,2H2/t3-/m0/s1

InChI key

MNQZXJOMYWMBOU-VKHMYHEASA-N

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Application

D-(+)-Glyceraldehyde can be utilized as a reactant in the synthesis of:
  • (S)-homophenylalanine by ruthenium oxidation of a 3-amino-1,2-diol generated via coupling of an amine, and α-hydroxyaldehyde.
  • β- and γ-allenols via metal-catalyzed cyclization. Allenols are used as a key precursor for the preparation of enantiopure dihydropyrans and tetrahydrooxepines.
  • Isopropylidene D-glyceraldehyde intermediate, which controls the chirality in the total synthesis of prostaglandins (PGE1).

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves


Certificados de análisis (COA)

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Metal-Catalyzed Cyclization of β-and γ-Allenols Derived from d-Glyceraldehyde- Synthesis of Enantiopure Dihydropyrans and Tetrahydrooxepines: An Experimental and Theoretical Study
Alcaide BL
Chemistry?A European Journal , 15(36), 9127-9138 (2009)
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Food chemistry, 197(Pt A), 489-495 (2015-12-01)
Replacing amino acids with their binary metal complexes during the Maillard reaction can initiate various processes, including the oxidative degradation of their glucose conjugates, generating 1-amino-1-deoxy-fructose and its derivatives. These reactive amino sugars are not easily accessible under Maillard reaction

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