(2R,3S) -3-methyl-2- (methylamino)pentanoic acid

Base Information

• Chemical Name: (2R,3S) -3-methyl-2- (methylamino)pentanoic acid
• CAS No.: 50673-48-8
• Molecular Formula: C7H15NO2
• Molecular Weight: 145.202
• Mol file: 50673-48-8.mol

Synonyms:(2R,3S) -3-methyl-2- (methylamino)pentanoic acid

Chemical Property of (2R,3S) -3-methyl-2- (methylamino)pentanoic acid

Chemical Property:

• PSA: 49.33000
• LogP: 1.09600

Purity/Quality:

H-D-allo-MeIle-OH*HCl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2R,3S) -3-methyl-2- (methylamino)pentanoic acid

There total 25 articles about (2R,3S) -3-methyl-2- (methylamino)pentanoic 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:

(43R)-hoshinoamide C → L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) + L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) + L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) + N-methyl-D-phenylalanine (56564-52-4) + N-methyl-D-allo-isoleucine (50673-48-8) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7)

Guidance literature:

With hydrogenchloride; In water; at 110 ℃; for 24h;

DOI:10.1021/acs.jnatprod.0c01209

Reference yield:

iheyamide A → L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) + N-methyl-L-valine (2480-23-1) + N-methyl-L-isoleucine (4125-95-5,4125-98-8,4375-86-4,33620-34-7,39554-61-5,50673-48-8,89919-85-7) + D-(R)-phenylalanine (673-06-3,25191-15-5,658-69-5,67675-33-6) + (2S)-2-(dimethylamino)-3-phenylpropanoic acid (17469-89-5) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7)

Guidance literature:

iheyamide A; With ozone; In methanol; at -78 ℃; for 0.333333h;

With hydrogenchloride; water; at 110 ℃; for 17h;

DOI:10.1021/acs.jnatprod.0c00250

Reference yield:

theonellamine B (105091-14-3,119816-11-4) → L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) + N-methyl-L-valine (2480-23-1) + N-methyl-D-allo-isoleucine (50673-48-8) + 3-amino propanoic acid (107-95-9)

Guidance literature:

With hydrogenchloride; at 110 ℃; for 40h; Further byproducts given;

DOI:10.1016/S0040-4039(00)94264-3

upstream raw materials:

methylamine

N-Z-N-Me-(S,R)-Ile

C₉H₉NO₂C₂H₃CHC

N-benzyloxycarbonyl-isoleucine

Refernces

• 1、 Kurisawa, Naoaki,Iwasaki, Arihiro,Jeelani, Ghulam,Nozaki, Tomoyoshi,Suenaga, Kiyotake. "Iheyamides A-C, Antitrypanosomal Linear Peptides Isolated from a Marine Dapis sp. Cyanobacterium". . p. 1684 - 1690. Retrieved 2020/06/08.
• 2、 Luo, Shangwen,Krunic, Aleksej,Kang, Hahk-Soo,Chen, Wei-Lun,Woodard, John L.,Fuchs, James R.,Swanson, Steven M.,Orjala, Jimmy. "Trichormamides A and B with antiproliferative activity from the cultured freshwater cyanobacterium Trichormus sp. UIC 10339". . p. 1871 - 1880. Retrieved 2014/10/16.