(4R)-4-Hydroxy-1-methyl-L-proline

Base Information

• Chemical Name: (4R)-4-Hydroxy-1-methyl-L-proline
• CAS No.: 4252-82-8
• Molecular Formula: C6H11NO3
• Molecular Weight: 145.158
• DSSTox Substance ID: DTXSID20472043
• Nikkaji Number: J942.196C
• Wikidata: Q82300802
• Mol file: 4252-82-8.mol

Synonyms:N-methyl-trans-4-hydroxy-L-proline;NMH-Pro;trans-4-hydroxy-L-proline

Chemical Property of (4R)-4-Hydroxy-1-methyl-L-proline

Chemical Property:

• 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:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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 (4R)-4-Hydroxy-1-methyl-L-proline

There total 13 articles about (4R)-4-Hydroxy-1-methyl-L-proline 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%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 4R-4-hydroxyproline (51-35-4,30724-02-8) → (2S, 4R)-4-hydroxy-1-methyl-2-pyrrolidinecarboxylic acid (4252-82-8)

Guidance literature:

With hydrogen; acetic acid; platinum(IV) oxide; In water; at 30 ℃; for 12h;

DOI:10.1271/bbb.60482

Reference yield: 92.0%

formamide (77287-34-4,77287-35-5,60100-09-6) + 4R-4-hydroxyproline (51-35-4,30724-02-8) → (2S, 4R)-4-hydroxy-1-methyl-2-pyrrolidinecarboxylic acid (4252-82-8)

Guidance literature:

7.5 % palladium on charcoal; In ethanol; water; at 20 ℃; for 10h; High-pressure hydrogen atmosphere;

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;

upstream raw materials:

formaldehyd

3-hydroxy-dl-proline

4-hydroxyproline

methylamine

Downstream raw materials:

(2S,4R)-methyl 4-hydroxy-1-methylpyrrolidine-2-carboxylate

Refernces

• 1、 Dekebo, Aman,Kashiwagi, Takehiro,Tebayashi, Shin-Ich,Kim, Chul-Sa. "Nitrogenous ovipositional deterrents in the leaves of sweet pepper (Capsicum annuum) at the mature stage against the leafminer, Liriomyza trifolii (Burgess)". . p. 421 - 426. Retrieved 2007.
• 2、 -. "N-methyl-trans-4-hydroxy-L-proline crystal compound and preparing method thereof". Paragraph 0035; 0036; 0037; 0038; 0039; 0040. . Retrieved 2016/11/28.
• 3、 -. "7-(Piperazine-1-Ymethyl)-1H-Indole-2-Carboxylic Acid (Phenyl)-Amide Derivatives and Allied Compounds as P38 Map Kinase Inhibitors for the Treatment of Respiratory Diseases". Page/Page column 44. . Retrieved 2011/11/12.