Boc-Glu(OBzl)-OH

Base Information

• Chemical Name: Boc-Glu(OBzl)-OH
• CAS No.: 13574-13-5
• Deprecated CAS: 1151539-45-5,1420297-05-7,1092971-84-0
• Molecular Formula: C17H23NO6
• Molecular Weight: 337.373
• Hs Code.: 29242990
• European Community (EC) Number: 237-007-5
• DSSTox Substance ID: DTXSID40883495
• Nikkaji Number: J239.028K
• Wikidata: Q72449397
• Mol file: 13574-13-5.mol

Synonyms:Boc-Glu(OBzl)-OH;13574-13-5;Boc-L-glutamic acid 5-benzyl ester;5-Benzyl N-(tert-Butoxycarbonyl)-L-glutamate;5-Benzyl N-Boc-L-glutamate;L-Glutamic acid, N-[(1,1-dimethylethoxy)carbonyl]-, 5-(phenylmethyl) ester;EINECS 237-007-5;(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxo-5-phenylmethoxypentanoic acid;N-Boc-L-glutamic Acid 5-Benzyl Ester;(s)-5-(benzyloxy)-2-(tert-butoxycarbonylamino)-5-oxopentanoic acid;(S)-5-(benzyloxy)-2-((tert-butoxycarbonyl)amino)-5-oxopentanoic acid;L-Glutamic acid, N-((1,1-dimethylethoxy)carbonyl)-, 5-(phenylmethyl) ester;N-(tert-Butoxycarbonyl)-L-glutamic Acid 5-Benzyl Ester;MFCD00065569;(2S)-5-(benzyloxy)-2-[(tert-butoxycarbonyl)amino]-5-oxopentanoic acid;(2S)-5-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}-5-oxopentanoic acid;N-((1,1-Dimethylethoxy)carbonyl)-L-glutamic acid, 5-(phenylmethyl) ester;5-Benzyl N-((1,1-dimethylethoxy)carbonyl)-L-glutamate;5-Benzyl N-[(1,1-dimethylethoxy)carbonyl]-L-glutamate;(2s)-5-(benzyloxy)-2-((tert-butoxycarbonyl)amino)-5-oxopentanoic acid;N-[(1,1-Dimethylethoxy)carbonyl]-L-glutamic acid, 5-(phenylmethyl) ester;Boc-Glu(Bzl)-OH;boc-l-glu(obzl)-oh;Boc-Glu(OBz1)-OH;Boc-Glu (OBzl)-OH;N-alpha-tert-BOC-L-glutamic-gamma-benzyl ester;SCHEMBL376018;DTXSID40883495;Boc-5-Oxo-5-(benzyloxy)-Nva-OH;boc-l-glutamic acid-5-benzyl ester;AKOS015889647;AKOS015924139;CS-O-11066;CS-W014497;FD21378;AC-12298;AS-49052;BP-13273;Boc-Glu(OBzl)-OH, >=98.0% (T);B1633;EN300-261913;t-butoxycarbonyl-L-glutamic acid 5-benzyl ester;A806980;J-300093;Q-101681;(S)-benzyl 4-t-butoxycarbonylamino-4-carboxybutanoate;N-(tert-Butoxycarbonyl)-L-glutamic acid 5-benzylester;N-tert-Butoxycarbonyl-L-glutamic acid 5-benzyl ester;5-(Benzyloxy)-N-(tert-butoxycarbonyl)-5-oxonorvaline #;(S)-2-tert-butoxycarbonylamino-pentanedioic acid 5-benzyl ester;(2S)-5-benzyloxy-2-(tert-butoxycarbonylamino)-5-oxo-pentanoate;N-alpha-t-Butyloxycarbonyl-L-glutamic acid gamma-benZyl ester (Boc-L-Glu(BZl)-OH)

Chemical Property of Boc-Glu(OBzl)-OH

Chemical Property:

• Appearance/Colour: white to off-white powder
• Vapor Pressure: 9.49E-12mmHg at 25°C
• Melting Point: 69-71 °C
• Refractive Index: -16.5 ° (C=2, DMF)
• Boiling Point: 522.6 °C at 760 mmHg
• PKA: 3.81±0.10(Predicted)
• Flash Point: 269.9 °C
• PSA: 101.93000
• Density: 1.197 g/cm³
• LogP: 2.87880
• Storage Temp.: 2-8°C
• Solubility.: Soluble in N,N- Dimethyl formamide.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 337.15253745
• Heavy Atom Count: 24
• Complexity: 437

Purity/Quality:

99% ^*data from raw suppliers

5-Benzyl N-(tert-Butoxycarbonyl)-L-glutamate >98.0%(HPLC)(T) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CCC(=O)OCC1=CC=CC=C1)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CCC(=O)OCC1=CC=CC=C1)C(=O)O
• Uses: N-Boc-L-glutamic acid 5-benzyl ester is used as a pharmaceutical intermediate.

Technology Process of Boc-Glu(OBzl)-OH

There total 16 articles about Boc-Glu(OBzl)-OH 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: 100.0%

L-glutamic acid γ-benzyl ester (1676-73-9,25014-27-1) + di-tert-butyl dicarbonate (24424-99-5) → Boc-Glu(OBzl)-OH (13574-13-5)

Guidance literature:

In 1,4-dioxane; water; at 0 ℃;

Reference yield: 100.0%

C31H33NO7 → Boc-Glu(OBzl)-OH (13574-13-5)

Guidance literature:

With potassium phosphate; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; ascorbic acid; In water; acetonitrile; at 20 ℃; for 1h; Irradiation;

DOI:10.1021/acscatal.7b02117

Reference yield: 91.0%

2-tert-butoxycarbonylamino-pentanedioic acid 5-benzyl ester 1-naphthalen-2-ylmethyl ester → Boc-Glu(OBzl)-OH (13574-13-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate; for 2h; under 760 Torr;

DOI:10.1016/S0040-4039(99)00014-3

upstream raw materials:

N-(tert-butyloxycarbonyl) azide

L-glutamic acid γ-benzyl ester

tert-butyl fluoroformate

di-tert-butyl dicarbonate

Downstream raw materials:

[N-α-Boc-O-γ-(benzyl)glutamyl]asparagyl-NH2

Boc-Glu(OBzl)-OBt

(S)-4-tert-Butoxycarbonylamino-4-dipentylcarbamoyl-butyric acid benzyl ester

Boc-Glu(OBzl)-Phe-Gly-Leu-Met-NH₂

Refernces

• 1、 Polzhofer. "". . p. 2305. Retrieved 1969.
• 2、 Jovanovic, Milos,Radivojevic, Jelena,O'Connor, Kevin,Blagojevic, Stevan,Begovic, Biljana,Lukic, Vera,Nikodinovic-Runic, Jasmina,Savic, Vladimir. "Rhamnolipid inspired lipopeptides effective in preventing adhesion and biofilm formation of Candida albicans". supporting information. p. 209 - 217. Retrieved 2019/03/23.
• 3、 Speckmeier, Elisabeth,Zeitler, Kirsten. "Desyl and phenacyl as versatile, photocatalytically cleavable protecting groups: A classic approach in a different (visible) light". . p. 6821 - 6826. Retrieved 2017/11/06.