L-Aspartic acid, 3-methyl-, (3R)-

Base Information

• Chemical Name: L-Aspartic acid, 3-methyl-, (3R)-
• CAS No.: 7298-96-6
• Molecular Formula: C5H9NO4
• Molecular Weight: 147.131
• UNII: RBL6A693VG
• Nikkaji Number: J750.144G
• ChEMBL ID: CHEMBL77388
• Mol file: 7298-96-6.mol

Synonyms:L-Aspartic acid, 3-methyl-, (3R)-;RBL6A693VG;L-Erythro-3-methylaspartic acid;3-Methyl-L-aspartic acid, (3R)-;7298-96-6;rel-(2S,3R)-2-Amino-3-methylsuccinic acid;1114-07-4;starbld0006539;UNII-RBL6A693VG;CHEMBL77388;SCHEMBL7335221;(2s,3r)-3-methylaspartic acid;(3R)-3-Methyl-L-aspartic acid;AKOS006341349

Chemical Property of L-Aspartic acid, 3-methyl-, (3R)-

Chemical Property:

• XLogP3: -3.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 147.05315777
• Heavy Atom Count: 10
• Complexity: 156

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(C(=O)O)N)C(=O)O
• Isomeric SMILES: C[C@H]([C@@H](C(=O)O)N)C(=O)O

Technology Process of L-Aspartic acid, 3-methyl-, (3R)-

There total 12 articles about L-Aspartic acid, 3-methyl-, (3R)- 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: 65.0%

C7H13NO4 → β-methylaspartic acid (642-92-2,1114-07-4,2955-50-2,4846-45-1,5941-19-5,6061-13-8,6667-60-3,7298-96-6,31571-69-4,86562-29-0,121570-10-3,127001-58-5)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃; for 24h;

DOI:10.1021/jo701461t

Reference yield:

(3S,6R)-2,5-dimethoxy-3-((2'R)-methoxypropionyl)-6-isopropyl-3,6-dihydropyrazine → D-Val-OH (640-68-6,25609-85-2,7004-03-7,921-10-8) + (2S,3S)-3-methylaspartic acid (6061-13-8) + erythro-β-methyl-L-aspartate (7298-96-6)

Guidance literature:

With hydrogenchloride; sodium hydroxide; Yield given. Multistep reaction. Title compound not separated from byproducts; 1.) acetonitrile, RT, 12 h, 2.) acetonitrile, 70 deg C, 15 min;

DOI:10.1016/S0957-4166(00)80221-9

Reference yield:

C7H10O4HN3 → β-methylaspartic acid (642-92-2,1114-07-4,2955-50-2,4846-45-1,5941-19-5,6061-13-8,6667-60-3,7298-96-6,31571-69-4,86562-29-0,121570-10-3,127001-58-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.10 g / H₂ / Pd/C / methanol / 3 h

2: 65 percent / NaOH / H₂O / 24 h / 20 °C

With sodium hydroxide; hydrogen; palladium on activated charcoal; In methanol; water;

DOI:10.1021/jo701461t

upstream raw materials:

Ethyl 2-bromopropionate

ethyl 2-acetamido-2-cyanoacetate

diethyl oxalpropionate

2-acetylaminomalonic acid diethyl ester

Downstream raw materials:

Mesaconic acid

(+/-)-threo-2-benzyloxycarbonylamino-3-methyl-succinic acid

(2S,3S)-2-Hydroxy-3-methyl-succinic acid

(-)-threo-3-Methylaepfelsaeure

Refernces

• 1、 Soengas, Raquel G.,Estévez, Amalia M.. "Indium-mediated allylation and Reformatsky reaction on glyoxylic oximes under ultrasound irradiation". experimental part. p. 916 - 920. Retrieved 2012/06/04.
• 2、 Mori, Kenji,Nomi, Hiroko,Chuman, Tatsuji,Kohno, Masahiro,Kato, Kunio,Noguchi, Masao. "SYNTHESIS AND ABSOLUTE STEREOCHEMISTRY OF SERRICORNIN ". . p. 3705 - 3712. Retrieved 2007/10/02.