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49800

Sigma-Aldrich

D-(+)-Glyceraldehyde

≥98.0% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C3H6O3
CAS Number:
453-17-8
Molecular Weight:
90.08
Beilstein/REAXYS Number:
1720474
EC Number:
207-217-1
MDL number:
MFCD00064378
UNSPSC Code:
12352200
PubChem Substance ID:
57651224
NACRES:
NA.22

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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