(2S,4S)-4-Hydroxy-1-methylpyrrolidine-2-carboxylic acid

Base Information

• Chemical Name: (2S,4S)-4-Hydroxy-1-methylpyrrolidine-2-carboxylic acid
• CAS No.: 67463-44-9
• Molecular Formula: C₆H₁₁NO₃
• Molecular Weight: 145.158
• Hs Code.: 2933990090
• European Community (EC) Number: 663-368-7
• DSSTox Substance ID: DTXSID20432006
• Nikkaji Number: J441.037H
• Wikidata: Q82246068
• Mol file: 67463-44-9.mol

Synonyms:67463-44-9;(2S,4S)-4-Hydroxy-1-methylpyrrolidine-2-carboxylic acid;N-ME-HYP-OH HCL;N-Methyl-L-trans-4-hydroxyproline hydrochloride;N-Methyl-cis-4-hydroxy-L-proline;(4S)-4-Hydroxy-1-methyl-L-proline;N-Me-L-Hyp-OH⋅HCl;SCHEMBL689733;DTXSID20432006;1-Methyl-cis-4-hydroxy-L-proline;AKOS006276573;FD21788;L-Proline,4-hydroxy-1-methyl-,(4S)-;CS-0258296;N-Methyl-L-cis-4-hydroxyproline hydrochloride;EN300-6969711;N-Methyl-cis-4-hydroxy-L-proline, >=98.0% (TLC)

Chemical Property of (2S,4S)-4-Hydroxy-1-methylpyrrolidine-2-carboxylic acid

Chemical Property:

• Boiling Point: 316.2 °C at 760 mmHg
• PKA: 2.15±0.40(Predicted)
• Flash Point: 145 °C
• PSA: 60.77000
• Density: 1.331 g/cm³
• LogP: -0.92610
• Storage Temp.: Store at RT.
• XLogP3: -2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 145.07389321
• Heavy Atom Count: 10
• Complexity: 148

Purity/Quality:

98%Min ^*data from raw suppliers

N-Methyl-L-trans-4-hydroxyproline hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36-43
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CC(CC1C(=O)O)O
• Isomeric SMILES: CN1C[C@H](C[C@H]1C(=O)O)O

Technology Process of (2S,4S)-4-Hydroxy-1-methylpyrrolidine-2-carboxylic acid

There total 7 articles about (2S,4S)-4-Hydroxy-1-methylpyrrolidine-2-carboxylic acid 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: 91.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 3-hydroxy-dl-proline (51-35-4,30724-02-8) → 4-hydroxy-N-methylproline (4252-82-8,63269-53-4,67463-44-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 36h; under 760.051 Torr;

Reference yield:

4-hydroxyproline (51-35-4,913000-57-4,30724-02-8) → N-methyl-trans-4-acetoxy-L-proline hydrochloride + 4-hydroxy-N-methylproline (4252-82-8,63269-53-4,67463-44-9)

Guidance literature:

With formaldehyd; palladium; In methanol; water;

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + L-isoleucine (73-32-5,959215-79-3,18875-42-8) → 4-Hydroxy-1-methyl-pyrrolidine-2-carboxylic acid (4252-82-8,63269-53-4,67463-44-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; Ambient temperature;

DOI:10.1021/ac00271a022

upstream raw materials:

formaldehyd

3-hydroxy-dl-proline

4-hydroxyproline

methylamine

Refernces

• 1、 -. "Peptide skeletal muscle relaxants". . . Retrieved 2008/06/13.