21S-Argatroban

Base Information

• Chemical Name: 21S-Argatroban
• CAS No.: 121785-72-6
• Molecular Formula: C23H36N6O5S
• Molecular Weight: 508.63
• Mol file: 121785-72-6.mol

Synonyms:21S-Argatroban;(2R,4R)-1-[(2S)-5-[(AMinoiMinoMethyl)aMino]-1-oxo-2-[[[(3S)-1,2,3,4-tetrahydro-3-Methyl-8-quinolinyl]sulfonyl]aMino]pentyl]-4-Methyl-2-piperidinecarboxylic Acid

Chemical Property of 21S-Argatroban

Chemical Property:

• PSA: 186.09000
• LogP: 3.65110

Purity/Quality:

99% ^*data from raw suppliers

21S-Argatroban ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: The 21S-stereoisomer

Technology Process of 21S-Argatroban

There total 9 articles about 21S-Argatroban 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: 98.1%

argatroban → (21R)-argatroban (121785-72-6)

Guidance literature:

In methanol; at 20 ℃; for 8 - 10h; Heating / reflux;

Reference yield: 42.5%

argatroban → argatroban (121785-71-5) + (21R)-argatroban (121785-72-6)

Guidance literature:

In methanol; at 20 ℃; for 3 - 6h; Product distribution / selectivity; Heating / reflux; Resolution of racemate;

Reference yield:

(2R,4R)-1-(Nω′-((benzyloxy)carbonyl)-N2-((3-methylquinolin-8-yl)sulfonyl)-L-arginyl)-4-methylpiperidine-2-carboxylic acid → argatroban (121785-71-5) + (21R)-argatroban (121785-72-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; acetic acid; In ethanol; at 20 ℃; for 16h; under 760.051 Torr; stereoselective reaction;

DOI:10.1002/ejoc.201900399

upstream raw materials:

Boc-Arg(Z)2-OH

C₂₃H₃₅N₇O₇S

Refernces

• 1、 -. "Argatroban refining method". Paragraph 0048-0055. . Retrieved 2019/08/01.
• 2、 Rawson,VanGorp,Yang,Kogan. "Separation of 21-(R)- and 21-(S)-argatroban: Solubility and activity of the individual diastereoisomers [3]". . p. 672 - 673. Retrieved 2007/10/02.