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N-Methyl-L-proline

 N-Methyl-L-proline Structure
CAS No.
475-11-6
Chemical Name:
N-Methyl-L-proline
Synonyms
N-METHYL-L-PROLINE;N-Methylproline;N-ME-PRO-OH;1-Methyl-L-proline;Hygric acid;N-ME-PROLINE;Hygrinic acid;N-Me-L-Pro-OH;PYRD(2)-OH H2O;H-MEPRO-OH H2O
CBNumber:
CB1179181
Molecular Formula:
C6H11NO2
Molecular Weight:
129.16
MOL File:
475-11-6.mol
MSDS File:
SDS
Modify Date:
2023/9/4 15:51:00

N-Methyl-L-proline Properties

Melting point 114-116 °C(lit.)
Boiling point 227℃
Density 1.153
Flash point 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
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

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Risk and Safety Statements

N-Methyl-L-proline price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) M8021 N-Methyl-L-proline 475-11-6 500MG ₹42563.9 2022-06-14 Buy
Sigma-Aldrich(India) M8021 N-Methyl-L-proline 475-11-6 1G ₹70914.58 2022-06-14 Buy
Product number Packaging Price Buy
M8021 500MG ₹42563.9 Buy
M8021 1G ₹70914.58 Buy

N-Methyl-L-proline Chemical Properties,Uses,Production

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.

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.
N-Methyl-L-proline synthesis

N-Methyl-L-proline Preparation Products And Raw materials

Raw materials

Preparation Products

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N-ME-L-PROLINE HYDROCHLORIDE N-ME-PROLINE N-ME-PRO-OH HCL N-METHYL-L-PROLINE MONOHYDRATE PYRD(2)-OH H2O N-ALPHA-METHYL-L-PROLINE N-ALPHA-METHYL-L-PROLINE HYDRATE N-ALPHA-METHYL-L-PYRROLIDINE-2-CARBOXYLIC ACID HYDRATE MEPYRD(2)-OH H2O H-MEPRO-OH H2O 1-Methylproline Hygric acid (2S)-1-Methylpyrrolidine-2-carboxylic acid (-)-Hygrinic acid (2S)-1-Methyl-2-pyrrolidinecarboxylic acid Hygrinic acid tert-butyl N-[4-(aminomethyl)cyclohexyl]carbamate,hydrochloride N-Me-L-Pro-OH N-Methyl-L-proline98+% N-METHYL-L-PROLINE MONOHYDRATE HCL L-Proline, 1-methyl- N-METHYL-L-PROLINE MONOHYDRATE USP/EP/BP N-Methylproline 1-Methyl-L-proline N-METHYL-L-PROLINE N-ME-PRO-OH 475-11-6 I - Z Modified Amino Acids Biochemicals and Reagents BioChemical Amino Acids and Peptides amino acids Amino Acids I - Z Modified Amino Acids