- N-Methyl-L-proline
-
- $1.00
-
2026-08-07
- CAS:475-11-6
- Min. Order: 1KG
- Purity: 99%
- Supply Ability: 100000KG
- Hygric acid
-
- $40.00
-
2026-07-21
- CAS:475-11-6
- Purity: 99.46%
- Supply Ability: 10g
- N-Methyl-l-proline
-
-
2022-02-19
- CAS:475-11-6
- Min. Order: 1KG
- Purity: 97.8%
- Supply Ability: 100 tons
|
| | N-Methyl-L-proline Basic information |
| | N-Methyl-L-proline Chemical Properties |
| Melting point | 114-116 °C(lit.) | | Boiling point | 227℃ | | density | 1.153 | | Fp | 91.1℃ | | refractive index | 1.5000 | | storage temp. | Sealed in dry,Store in freezer, under -20°C | | solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | | pka | 2.37±0.20(Predicted) | | form | Powder | | color | White to off-white | | Optical Rotation | Consistent with structure | | Water Solubility | Soluble in water and methanol(both 50 mg/ml-clear-colorless solution) | | InChI | InChI=1S/C6H11NO2/c1-7-4-2-3-5(7)6(8)9/h5H,2-4H2,1H3,(H,8,9)/t5-/m0/s1 | | InChIKey | CWLQUGTUXBXTLF-YFKPBYRVSA-N | | SMILES | C(O)(=O)[C@@H]1CCCN1C | | CAS DataBase Reference | 475-11-6 |
| WGK Germany | 3 | | HazardClass | IRRITANT | | Storage Class | 13 - Non Combustible Solids |
| | N-Methyl-L-proline Usage And Synthesis |
| Uses | N-Methyl-L-proline, is an aminoacid which is widely used in pharmaceuticals and food industry. | | Definition | ChEBI: N-methylproline is an L-proline derivative obtained by replacement of the amino hydrogen by a methyl group. It has a role as a plant metabolite and a human metabolite. It is a L-proline derivative and a tertiary amino compound. It is a tautomer of a N-methylproline zwitterion. | | Biological Activity | N-Methyl-L-proline is a proline analogue present in citrus fruits. | | Synthesis | L-Proline 86 (2.0 g, 17.4 mmol) was dissolved in methanol (20 mL) and to this solution was added 40% aqueous formaldehyde solution (1.4 mL, 19.1 mmol). This was followed by the addition of 10% palladiumon-charcoal catalyst (500 mg) and the resulting slurry was stirred in a hydrogen atmosphere overnight. The slurry was then filtered through a Celite pad to remove the catalyst. The pad was washed with methanol and the combined filtrates were concentrated under reduced pressure. The residue was taken up in ethanol-benzene (1:1, 100 mL) and concentrated a second time to provide a solid, which was recrystallized from methanol-diethyl ether. In this way N-Methyl-L-proline was isolated as fine needles (2.2 g, 98%). Mp 142-145 °C. [α]23 D -78.0° (c 2.0, MeOH). 1H NMR (300 MHz, D2O) δ 3.71-3.65 and 3.55-3.51 (2m, 1H), 3.00-2.91 (m, 1H), 2.74 (s, 3H), 2.34-2.28 (m, 1H), 1.99-1.78 (m, 3H). 13C NMR (75 MHz, CDCl3) δ 173.06, 70.18, 55.83, 40.26, 28.34, 22.37. IR (KBr disk) ν 3000-2800 (CH, saturated), 2675 and 2605 (ammonium ion), 1669 (CO2H), 1612 (CO2 -), 1468, 1401, 1354, 1327, 1234, 1183, 1112, 1056, 1025, 808, 775 cm-1. HRMS calcd for C6H11NO2 (M+) 129.0790, found 129.0784.
 | | References | [1] Journal of Organic Chemistry, 2003, vol. 68, # 7, p. 2652 - 2667
[2] Green Chemistry, 2016, vol. 18, # 16, p. 4374 - 4392
[3] European Journal of Organic Chemistry, 2005, # 5, p. 934 - 938
[4] Tetrahedron Letters, 2007, vol. 48, # 43, p. 7680 - 7682
[5] Medicinal Chemistry Research, 2016, vol. 25, # 6, p. 1148 - 1162 |
| | N-Methyl-L-proline Preparation Products And Raw materials |
|