L-Pipecolicacid

Base Information

• Chemical Name: L-Pipecolicacid
• CAS No.: 83680-83-5
• Molecular Formula: C₆H₁₁NO₂
• Molecular Weight: 129.159
• Mol file: 83680-83-5.mol

Synonyms:Dihydrobaikiaine;

Chemical Property of L-Pipecolicacid

Chemical Property:

• Boiling Point: 265.8 °C at 760 mmHg
• Flash Point: 114.5 °C
• Density: 1.125 g/cm³

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-Pipecolicacid

There total 236 articles about L-Pipecolicacid 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: 100.0%

2-picolinic acid hydrochloride (636-80-6) → pipecolic Acid (4043-87-2,83680-83-5)

Guidance literature:

With hydrogen; platinum(IV) oxide; In water; at 60 ℃; for 5h; under 3102.9 Torr;

DOI:10.1021/jo00289a058

Reference yield: 45.0%

(3S,5S)-2,3,5,6-tetrahydro-3-(4-bromobutyl)-5-phenyl-N-(benzyloxycarbonyl)-4H-1,4-oxazine-2-one (625824-32-0) → L-Norleucine (327-57-1) + pipecolinic acid (3105-95-1,83680-83-5)

Guidance literature:

With hydrogen; trifluoroacetic acid; palladium on activated charcoal; In methanol; for 24h; under 2844.31 Torr;

DOI:10.1081/SCC-120021497

Reference yield: 9.0%

(2S,3'S,5'R,6'R)-6'-(3-Carboxy-propyl)-[2,3']bipiperidinyl-5'-carboxylic acid (117614-90-1) → pipecolinic acid (3105-95-1,83680-83-5) + 3-amino propanoic acid (107-95-9) + 4-amino-n-butyric acid (56-12-2)

Guidance literature:

With chromium(VI) oxide; In sulfuric acid; at 100 ℃; for 6h;

DOI:10.1139/v88-280

upstream raw materials:

pipecolic Acid

(2S)-1,2,3,6-tetrahydropyridine-2-carboxylic acid

2-Picolinic acid

L-lysine

Downstream raw materials:

3-methyl-9,10-dibenzoyl-5,6,7,8-tetrahydro-3,8a-etheno-oxazolo[3,4-a]pyridin-1-one

(S)-2-Phenyl-3-thioxo-hexahydro-imidazo[1,5-a]pyridin-1-one

Ethyl-N-tosyl-L-pipecolenat

(R)-1-(Toluene-4-sulfonyl)-piperidine-2-carboxylic acid ethyl ester

Refernces

• 1、 -. "Preparation method of bupivacaine and intermediate (S)-2-piperidinecarboxylic acid thereof". Paragraph 0021; 0067-0071. . Retrieved 2021/06/13.
• 2、 Benítez-Mateos, Ana I.,Calvey, Liam,Paradisi, Francesca,Roura Padrosa, David. "Cell-free biocatalytic syntheses of l-pipecolic acid: A dual strategy approach and process intensification in flow". . p. 5310 - 5316. Retrieved 2020/09/17.