Structure of L(-)-Glyceraldehyde
CAS No.: 497-09-6
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CAS No. : | 497-09-6 |
Formula : | C3H6O3 |
M.W : | 90.08 |
SMILES Code : | O=C[C@@H](O)CO |
MDL No. : | MFCD00006971 |
InChI Key : | MNQZXJOMYWMBOU-GSVOUGTGSA-N |
Pubchem ID : | 439723 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | Part 1 Ethyl (2E,4R)-4,5-isopropylidenedioxy-2-pentenoate (Scheme XV; 20) A solution of (2S,3R)-1,2-O-isopropylidene-butane-1,2,3,4-tetrol 19 (11.0 g, 68.1 mmol) in CH2Cl2 (120 mL) containing saturated NaHCO3 solution (4.5 mL) was cooled to 0° C., treated with NaIO4 (29.1 g, 136.3 mmol) and allowed to stir at 0° C. to 20° C. After 2 to 3 h (TLC analysis), solid Na2SO4 (6 g) was added and the reaction mixture was stirred further for 15 min. The reaction mixture was filtered and solvent evaporated (below 25° C. bath temperature) to give (S)-glyceraldehyde 19a (8.7 g) in 98percent yield as a colorless liquid. Compound 19 was prepared by procedures described in J. Am. Chem. Soc., 102, 6304 (1980); and J. Org. Chem., 53, 2598 (1988). | |
98% | Part 1: Ethyl (2E,4R)-4,5-isopropylidenedioxy-2-pentenoate (Scheme IX; 20): A solution of (2S,3R)- 1,2-O-isopropylidene-butane- 1,2,3,4-tetrol 19 (11.0 g, 68.1 mmol) in CH2Cl2 (120 mL) containing saturated NaHCO3 solution (4.5 mL) was cooled to 0° C., treated with NaIO4 (29.1 g, 136.3 mmol) and allowed to stir at 0° C. to 20° C. After 2 to 3 h (TLC analysis), solid Na2SO4 (6 g) was added and the reaction mixture was stirred further for 15 min. The reaction mixture was filtered and solvent evaporated (below 25° C. bath temperature) to give (S)-glyceraldehyde 19a (8.7 g) in 98percent yield as a colorless liquid. Compound 19 was prepared by procedures described in J Am. Chem. Soc., 102, 6304 (1980); and J Org Chem., 53, 2598 (1988). |