N(alpha),N(alpha)-Dimethylalanine
- CAS No.
- 2812-31-9
- Chemical Name:
- N(alpha),N(alpha)-Dimethylalanine
- Synonyms
- N,N-dimethylalanine;L-Alanine, N,N-dimethyl-;N(alpha),N(alpha)-Dimethylalanine;(2S)-2-(dimethylamino)propanoic acid;(S)-2-(Dimethylamino)propanoic acid - [D91689]
- CBNumber:
- CB31249014
- Molecular Formula:
- C5H11NO2
- Molecular Weight:
- 117.15
- MDL Number:
- MOL File:
- 2812-31-9.mol
- MSDS File:
- SDS
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H315-H319-H335 |
| Precautionary statements | P261-P305+P351+P338 |
N(alpha),N(alpha)-Dimethylalanine price
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Synthonix | D91689 | (S)-2-(Dimethylamino)propanoic acid 97% | 2812-31-9 | 100mg | $27 | 2026-05-06 | Buy |
| Synthonix | D91689 | (S)-2-(Dimethylamino)propanoic acid 97% | 2812-31-9 | 250mg | $30 | 2026-05-06 | Buy |
| Synthonix | D91689 | (S)-2-(Dimethylamino)propanoic acid 97% | 2812-31-9 | 1g | $40 | 2026-05-06 | Buy |
| Synthonix | D91689 | (S)-2-(Dimethylamino)propanoic acid 97% | 2812-31-9 | 5g | $170 | 2026-05-06 | Buy |
| Synthonix | D91689 | (S)-2-(Dimethylamino)propanoic acid 97% | 2812-31-9 | 10g | $250 | 2026-05-06 | Buy |
N(alpha),N(alpha)-Dimethylalanine Chemical Properties,Uses,Production
Uses
N,N-Dimethylalanine has been used as a reactant in the synthesis of Aplyronine A, a potent antitumor substance of marine origin.
Definition
ChEBI: A methyl-L-alanine in which both the amino hydrogens of L-alanine are replaced by methyl groups.
Synthesis
50-00-0
56-41-7
2812-31-9
GENERAL STEPS: A mixture of L-alanine (2.5 g, 28 mmol), formaldehyde (8.4 g, 37 wt.%), 1N HCl (30 mL), and 10% Pd/C (500 mg) in methanol (30 mL) was subjected to a hydrogen atmosphere (50 psi), and the reaction was stirred for 5 hours. Upon completion of the reaction, the mixture was filtered through diatomaceous earth (Celite) and the filtrate was concentrated under vacuum to afford an oily salt of (S)-2-(dimethylamino)propionic acid, which was solidified upon vacuum standing (4.4 g; yield higher than the theoretical value). The resulting product was used in subsequent steps without further purification.1H NMR (DMSO-d6, δ= 2.5, 500 MHz) data were as follows: δ 12.1 (br s, 1H), 4.06 (q, J = 7.4 Hz, 1H), 2.76 (s, 6H), 1.46 (d, J = 7.3 Hz, 3H).
References
[1] Tetrahedron Asymmetry, 2011, vol. 22, # 4, p. 464 - 467
[2] Organic Letters, 2013, vol. 15, # 12, p. 3118 - 3121
[3] Tetrahedron Letters, 2007, vol. 48, # 43, p. 7680 - 7682
[4] Synthesis, 2011, # 3, p. 490 - 496
[5] Bulletin of the Chemical Society of Japan, 1968, vol. 41, # 7, p. 1679 - 1681
N(alpha),N(alpha)-Dimethylalanine Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
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