5-tert-Butyl 1-methyl L-glutamate hydrochloride

Base Information

• Chemical Name: 5-tert-Butyl 1-methyl L-glutamate hydrochloride
• CAS No.: 6234-01-1
• Molecular Formula: C10H20ClNO4
• Molecular Weight: 253.726
• Hs Code.: 29224999
• European Community (EC) Number: 228-348-0
• DSSTox Substance ID: DTXSID80211394
• Mol file: 6234-01-1.mol

Synonyms:H-Glu(OtBu)-OMe.HCl;6234-01-1;L-Glutamic acid 5-tert-butyl 1-methyl ester hydrochloride;H-GLU(OTBU)-OME HCL;5-tert-Butyl 1-methyl L-glutamate hydrochloride;H-Glu(OtBu)-OMe hydrochloride;5-O-tert-butyl 1-O-methyl (2S)-2-aminopentanedioate;hydrochloride;Glu(OtBu)-OMe.HCl;(S)-5-tert-Butyl 1-methyl 2-aminopentanedioate hydrochloride;MFCD00153438;H-Glu(OtBu)-OMe inverted exclamation mark currencyHCl;(S)-5-TERT-BUTYL 1-METHYL 2-AMINOPENTANEDIOATE HCL;H-L-Glu(tBu)-OMe*HCl;HGlu(tBu)OMe hydrochloride;SCHEMBL1143881;DTXSID80211394;EINECS 228-348-0;5-TERT-BUTYL 1-METHYL (2S)-2-AMINOPENTANEDIOATE HYDROCHLORIDE;AC-483;AKOS016842891;CS-W008383;FD21513;HY-W008383;5-tert-Butyl 1-methyl L-glutamate HCl;AS-11799;B3670;NS00043304;M03129;A833723;5-(tert-Butyl) 1-methyl L-glutamate hydrochloride;W-105006;L-Glutamic acid alpha-methyl gamma-t-butyl ester hydrochloride;L-Glutamic acid 5-tert-butyl 1-methyl ester hydrochloride, >=95.0% (TLC);(S)-2-Amino-pentanedioic acid 5-tert-butyl ester 1-methyl ester hydrochloride;2-(S)-amino-pentanedioic acid 5-tert-butyl ester 1-methyl ester hydrochloride

Chemical Property of 5-tert-Butyl 1-methyl L-glutamate hydrochloride

Chemical Property:

• Appearance/Colour: White to off-white microcrystalline powder
• Vapor Pressure: 0.000651mmHg at 25°C
• Melting Point: 128 °C
• Boiling Point: 304.5 °C at 760 mmHg
• Flash Point: 137.9 °C
• PSA: 78.62000
• LogP: 2.11090
• Storage Temp.: 2-8°C
• Solubility.: Methanol (Slightly), Water
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 253.1080858
• Heavy Atom Count: 16
• Complexity: 232

Purity/Quality:

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

H-Glu(OtBu)-OMehydrochloride ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 4-7-28-35-44

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CCC(C(=O)OC)N.Cl
• Isomeric SMILES: CC(C)(C)OC(=O)CC[C@@H](C(=O)OC)N.Cl
• Uses: L-Glutamic Acid 5-tert-Butyl 1-Methyl Ester Hydrochloride, is a versatile building block in the peptide chemistry. It can be utilized in the synthesis of series of dynamic peptides used as biomimetic carbohydrate receptors.

Technology Process of 5-tert-Butyl 1-methyl L-glutamate hydrochloride

There total 2 articles about 5-tert-Butyl 1-methyl L-glutamate 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:

5-(tert-butyl) 1-methyl (tert-butoxycarbonyl)-L-glutamate (18635-51-3) → L-glutamic acid 5-tert-butyl 1-methyl ester hydrochloride (6234-01-1,16948-36-0)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 0 ℃; for 0.5h;

DOI:10.1002/anie.202105790

Reference yield:

Boc-Glu(OtBu)-OH (13726-84-6) → L-glutamic acid 5-tert-butyl 1-methyl ester hydrochloride (6234-01-1,16948-36-0)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 0 °C

2: hydrogenchloride / 1,4-dioxane / 0.5 h / 0 °C

With hydrogenchloride; potassium carbonate; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1002/anie.202105790

Reference yield: 100.0%

N10-trifluoroacetylpteroic acid (37793-53-6) + L-glutamic acid 5-tert-butyl 1-methyl ester hydrochloride (6234-01-1,16948-36-0) → (S)-5-tert-butyl 1-methyl 2-(4-{N-[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]-2,2,2-trifluoroacetamido}benzamido)pentanedioate

Guidance literature:

N₁₀-trifluoroacetylpteroic acid; L-glutamic acid 5-tert-butyl 1-methyl ester hydrochloride; With N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 23 ℃; for 0.25h; Inert atmosphere;

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; In dimethyl sulfoxide; at 23 ℃; for 24h; Inert atmosphere;

upstream raw materials:

5-(tert-butyl) 1-methyl (tert-butoxycarbonyl)-L-glutamate

Boc-Glu(OtBu)-OH

Downstream raw materials:

Z-Lys(Boc)-Glu(OtBu)-OMe

tert-butyl methyl (S,S)-2-(4-((tert-butyl)oxycarbonyl)-2-((phenylmethoxy)carbonylamino) butanoylamino)pentane-1,5-dioate

(S)-2-((R)-2-Benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-pentanedioic acid 5-tert-butyl ester 1-methyl ester

α-methyl γ-tert-butyl N-(4-amino-4-deoxy-N¹⁰-methylpteroyl)-L-glutamate

Refernces