L-Glutamic acid di-tert-butyl ester hydrochloride

Base Information

• Chemical Name: L-Glutamic acid di-tert-butyl ester hydrochloride
• CAS No.: 32677-01-3
• Molecular Formula: C13H26ClNO4
• Molecular Weight: 295.807
• Hs Code.: 29224999
• European Community (EC) Number: 812-304-8
• DSSTox Substance ID: DTXSID50186348
• Mol file: 32677-01-3.mol

Synonyms:32677-01-3;L-Glutamic acid di-tert-butyl ester hydrochloride;H-Glu(OtBu)-OtBu.HCl;H-GLU(OTBU)-OTBU HCL;(S)-Di-tert-butyl 2-aminopentanedioate hydrochloride;NSC 94681;L-Glutamic acid, bis(1,1-dimethylethyl)ester, hydrochloride;H-Glu(OtBu)-OtBu (hydrochloride);ditert-butyl (2S)-2-aminopentanedioate;hydrochloride;MFCD00058003;di-tert-butyl L-glutamate hydrochloride;glutamic acid di-t-butyl ester hydrochloride;[(2S)-1,5-bis[(2-methylpropan-2-yl)oxy]-1,5-dioxopentan-2-yl]azanium;chloride;(S)-DI-TERT-BUTYL 2-AMINOPENTANEDIOATE HCL;L-Glutamic acid, bis(1,1-dimethylethyl) ester, hydrochloride;H-Glu(OtBu)-OtBu inverted exclamation mark currencyHCl;C13H25NO4.ClH;SCHEMBL18476;ditert-butyl (2S)-2-aminopentanedioate,hydrochloride;1,5-di-tert-butyl (2S)-2-aminopentanedioate hydrochloride;DTXSID50186348;C13-H25-N-O4.Cl-H;di-t-butyl L-glutamate hydrochloride;HY-20167A;AKOS015894552;AKOS015924088;AC-8653;CS-W008608;di tert butyl-L-glutamate hydrochloride;di-tert butyl L-glutamate hydrochloride;L-Glutamic acid di-tert-butyl ester HCl;AS-12281;LS-71786;AM20090480;glutamic acid di tert butylester hydrochloride;(L)-glutamate di-tert-butyl ester hydrochloride;glutamic acid di-tert-butyl ester hydrochloride;L-glutamic acid di-t-butyl ester hydrochloride;M02970;EN300-7367685;L-glutamic acid-di tert.-butylester hydrochloride;L-glutamic acid-di-tert.butylester hydrochloride;A821365;J-018831;Di-tert-butyl (2S)-2-aminopentanedioate hydrochloride;ditert-butyl 2-aminopentanedioate hydrochloride

Chemical Property of L-Glutamic acid di-tert-butyl ester hydrochloride

Chemical Property:

• Appearance/Colour: White to off-white powder
• Vapor Pressure: 0.000574mmHg at 25°C
• Melting Point: 60 to 75ºC
• Boiling Point: 311.1 °C at 760 mmHg
• Flash Point: 78.1 °C
• PSA: 78.62000
• Density: 1.02 g/cm³
• LogP: 3.27960
• Storage Temp.: −20°C
• Solubility.: Soluble in methanol (50gmg/ml).
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 295.1550360
• Heavy Atom Count: 19
• Complexity: 299

Purity/Quality:

98%,99%, ^*data from raw suppliers

Di-tert-butylGlutamateHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CCC(C(=O)OC(C)(C)C)N.Cl
• Isomeric SMILES: CC(C)(C)OC(=O)CC[C@@H](C(=O)OC(C)(C)C)N.Cl
• Uses: L-Glutamic acid di-tert-butyl ester may be useful in the synthesis of substance P antagonistic peptides.

Technology Process of L-Glutamic acid di-tert-butyl ester hydrochloride

There total 3 articles about L-Glutamic acid di-tert-butyl ester hydrochloride 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: 86.0%

Glutamic acid (617-65-2,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) + isobutene (115-11-7,15220-85-6) → L-glutamic acid di-tert-butyl ester hydrochloride (32677-01-3)

Guidance literature:

With sulfuric acid; nitrogen; In sodium hydroxide; chloroform;

Reference yield: 40.0%

acetic acid tert-butyl ester (540-88-5) + l-glutamic acid hydrochloride (138-15-8) → L-glutamic acid di-tert-butyl ester hydrochloride (32677-01-3)

Guidance literature:

With perchloric acid; for 48h; Ambient temperature;

DOI:10.1021/jm00046a014

Reference yield:

di-tert-butyl N-Cbz-L-glutamate (16881-41-7) → L-glutamic acid di-tert-butyl ester hydrochloride (32677-01-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In N,N-dimethyl-formamide;

DOI:10.1002/recl.19831021101

upstream raw materials:

di-tert-butyl N-Cbz-L-glutamate

acetic acid tert-butyl ester

l-glutamic acid hydrochloride

Glutamic acid

Downstream raw materials:

di-tert-butyl N-(2-fluoro-4-nitrobenzoyl)-l-glutamate

di-tert-butyl (S)-N-(p-nitrobenzoyl)-glutamate

(S)-2-{4-[(2,4-Diamino-5-chloro-quinazolin-6-ylmethyl)-amino]-benzoylamino}-pentanedioic acid di-tert-butyl ester

(S)-2-{4-[(Benzyloxycarbonyl-tert-butoxycarbonylmethyl-amino)-methyl]-benzoylamino}-pentanedioic acid di-tert-butyl ester

Refernces

• 1、 Bisset, Graham M. F.,Bavetsias, Vassilios,Thornton, Timothy J.,Pawelczak, Krzysztof,Calvert, A. Hilary,et al.. "The Synthesis and Thymidylate Synthase Inhibitory Activity of L-γ-L-Linked Dipeptide and L-γ-Amide Analogues of 2-Desamino-2-methyl-N10-propargyl-5,8-dideazafolic Acid (ICI 198583)". . p. 3294 - 3302. Retrieved 2007/10/02.