(S)-1-tert-Butyl 5-methyl 2-aminopentanedioate

Base Information

• Chemical Name: (S)-1-tert-Butyl 5-methyl 2-aminopentanedioate
• CAS No.: 79640-72-5
• Molecular Formula: C10H19NO4
• Molecular Weight: 217.265
• European Community (EC) Number: 616-715-1
• DSSTox Substance ID: DTXSID00426640
• Mol file: 79640-72-5.mol

Synonyms:(S)-1-tert-Butyl 5-methyl 2-aminopentanedioate;79640-72-5;1-O-tert-butyl 5-O-methyl (2S)-2-aminopentanedioate;L-Glutamic acid, 1-(1,1-dimethylethyl) 5-methyl ester;(S)-1-tert-Butyl5-methyl2-aminopentanedioate;SCHEMBL6683512;DTXSID00426640;MFCD23701507;1-(tert-Butyl) 5-methyl L-glutamate;AS-33281;PD197075;CS-0129413;EN300-260312;1-tert-butyl 5-methyl (2S)-2-aminopentanedioate;(S)-1-t-Butyl 5-methyl 2-aminopentanedioate (H-L-Glu(OMe)-OtBu)

Chemical Property of (S)-1-tert-Butyl 5-methyl 2-aminopentanedioate

Chemical Property:

• PSA: 78.62000
• LogP: 1.30890
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 217.13140809
• Heavy Atom Count: 15
• Complexity: 232

Purity/Quality:

HPLC>98% ^*data from raw suppliers

(S)-1-tert-Butyl5-Methyl2-Aminopentanedioate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (S)-1-tert-Butyl 5-methyl 2-aminopentanedioate

There total 16 articles about (S)-1-tert-Butyl 5-methyl 2-aminopentanedioate 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: 96.0%

1-tert-butyl 5-methyl (S)-2-((diphenylmethylene)amino)pentanedioate (212121-62-5) → L-glutamic acid 1-tert-butyl ester 5-methyl ester (79640-72-5)

Guidance literature:

With citric acid; In tetrahydrofuran;

DOI:10.1002/ejoc.200400370

Reference yield: 89.0%

1-tert-butyl 5-methyl (2S)-2-{[(benzyloxy)carbonyl]amino}pentanedioate (57732-63-5) → L-glutamic acid 1-tert-butyl ester 5-methyl ester (79640-72-5)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; for 8h;

DOI:10.1021/ja00068a022

Reference yield: 81.0%

acetic acid tert-butyl ester (540-88-5) + L-glutamic acid 5-methyl ester (1499-55-4) → L-glutamic acid 1-tert-butyl ester 5-methyl ester (79640-72-5)

Guidance literature:

With perchloric acid; for 72h; Ambient temperature;

DOI:10.1021/jm00144a016

upstream raw materials:

acetic acid tert-butyl ester

L-glutamic acid 5-methyl ester

(S)-2-Benzyloxycarbonylamino-pentanedioic acid 5-methyl ester

isobutene

Downstream raw materials:

(S)-5-(tert-butoxy)-4-(4-(((2,4-diaminopteridin-6-yl)methyl)(methyl)amino)benzamido)-5-oxopentanoic acid

Z-Glut>-OBu^t

tri-tert-butyl <4-<<(2-amino-3-cyanopyrazin-5-yl)methyl>amino>benzoyl>-γ-L-glutamyl-L-glutamate

tri-tert-butyl N-(4-nitrobenzoyl)-γ-L-glutamyl-L-glutamate

Refernces

• 1、 Gruzdev,Levit,Olshevskaya,Krasnov. "Synthesis of ortho-carboranyl derivatives of (S)-asparagine and (S)-glutamine". . p. 769 - 776. Retrieved 2017/07/07.
• 2、 Totani, Kiichiro,Matsuo, Ichiro,Ito, Yukishige. "Tight binding ligand approach to oligosaccharide-grafted protein". . p. 2285 - 2289. Retrieved 2007/10/03.