(R)-2-Methylpyrrolidine

Base Information

• Chemical Name: (R)-2-Methylpyrrolidine
• CAS No.: 41720-98-3
• Molecular Formula: C₅H₁₁N
• Molecular Weight: 85.149
• Hs Code.: 29339900
• DSSTox Substance ID: DTXSID30348927
• Nikkaji Number: J825.504K
• Wikidata: Q27148001
• Mol file: 41720-98-3.mol

Synonyms:(R)-2-METHYLPYRROLIDINE;41720-98-3;(R)-2-Methyl-pyrrolidine;(2R)-2-methylpyrrolidine;(R)-(-)-2-Methylpyrrolidine;MFCD07783026;R(-)-2-Methyl-pyrrolidine;(r)-2-methyl pyrrolidine;2-Methylpyrrolidine #;2alpha-Methylpyrrolidine;2-(R)-methyl pyrrolidine;2-(R)-methyl-pyrrolidine;2-(R)-METHYLPYRROLIDINE;CHEBI:78858;DTXSID30348927;(|R|)-(-)-2-Methylpyrrolidine;BCP28752;AKOS015840074;CS-W004159;DS-3055;PS-9365;(2R)-(-)-2-METHYLPYRROLIDINE;A6864;AM20100102;BB 0261540;C20809;EN300-2513458;A905771;Q-102878;Q27148001

Chemical Property of (R)-2-Methylpyrrolidine

Chemical Property:

• Appearance/Colour: white crystal powder
• Vapor Pressure: 37.1mmHg at 25°C
• Refractive Index: 1.4353
• Boiling Point: 100.2 °C at 760 mmHg
• PKA: 10.93±0.10(Predicted)
• Flash Point: 0.5 °C
• PSA: 12.03000
• Density: 0.812 g/cm³
• LogP: 1.08710
• Storage Temp.: 2-8°C
• Water Solubility.: Insoluble in water.
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 85.089149355
• Heavy Atom Count: 6
• Complexity: 43.2

Purity/Quality:

99% ^*data from raw suppliers

(2R)-2-Methylpyrrolidine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, F
• Hazard Codes: C,F
• Statements: 11-22-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

Useful:

• Canonical SMILES: CC1CCCN1
• Isomeric SMILES: C[C@@H]1CCCN1
• Uses: It is used as a building block used in a multikilogram synthesis of a chiral naphthalenoid histamine receptor antagonist. Building block used in a multikilogram synthesis of a chiral naphthalenoid histamine receptor antagonist.

Technology Process of (R)-2-Methylpyrrolidine

There total 50 articles about (R)-2-Methylpyrrolidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

(R)-1-((S)-2-methyl-propane-2-sulfinyl)-2-methyl-pyrrolidine (1218989-50-4) → (R)-(-)-2-methylpyrrolidine (765-38-8,41720-98-3,59335-84-1,79171-53-2)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; methanol; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/jo902710s

Reference yield:

(R)-2-methylpyrrolidine hydrobromide (117607-13-3) → (R)-(-)-2-methylpyrrolidine (765-38-8,41720-98-3,59335-84-1,79171-53-2)

Guidance literature:

With sodium hydroxide; In water;

Reference yield:

2-methyl-1H-pyrroline (872-32-2) → (R)-(-)-2-methylpyrrolidine (765-38-8,41720-98-3,59335-84-1,79171-53-2)

Guidance literature:

With D-glucose; at 25 ℃; for 84h; pH=7; optical yield given as %ee; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1039/c0ob00353k

upstream raw materials:

2-methyl-1-pyrrolidine

2-Methylpyrroline

5-methylpyrrolidin-2-one

4-pentenyl-1-amine

Downstream raw materials:

2,6-Bis<((S)-2-methyl-1-pyrrolidinyl)methyl>bromobenzene

2-methylpyrrolidine-1-carboxylic acid tert-butyl ester

(S)-N-(2-methylbenzoyl)-2-methylpyrrolidine

(S)-N-(2,4,6-trimethylbenzoyl)-2-methylpyrrolidine

Refernces

• 1、 Borlinghaus, Niels,Nestl, Bettina M.. "Switching the Cofactor Specificity of an Imine Reductase". . p. 183 - 187. Retrieved 2018.
• 2、 Mitsukura, Koichi,Suzuki, Mai,Shinoda, Sho,Kuramoto, Tatsuya,Yoshida, Toyokazu,Nagasawa, Toru. "Purification and characterization of a novel (R)-imine reductase from Streptomyces sp. GF3587". . p. 1778 - 1782. Retrieved 2011.
• 3、 -. "Production method of (R)-2-methylpyrrolidine hydrochloride". Paragraph 0017-0021. . Retrieved 2021/01/24.
• 4、 Preissler, Janina,Reeve, Holly A.,Zhu, Tianze,Nicholson, Jake,Urata, Kouji,Lauterbach, Lars,Wong, Luet L.,Vincent, Kylie A.,Lenz, Oliver. "Dihydrogen-Driven NADPH Recycling in Imine Reduction and P450-Catalyzed Oxidations Mediated by an Engineered O2-Tolerant Hydrogenase". . p. 4853 - 4861. Retrieved 2020/08/12.