Boc-pyr-OH

Base Information

• Chemical Name: Boc-pyr-OH
• CAS No.: 53100-44-0
• Molecular Formula: C10H15NO5
• Molecular Weight: 229.233
• Hs Code.: 29337900
• European Community (EC) Number: 258-362-2
• DSSTox Substance ID: DTXSID70886035
• Nikkaji Number: J295.884H
• Wikidata: Q72450600
• Mol file: 53100-44-0.mol

Synonyms:BOC-PYR-OH;53100-44-0;Boc-L-pyroglutamic acid;(S)-Boc-5-oxopyrrolidine-2-carboxylic acid;N-Boc-L-pyroglutamic acid;Boc-L-Pyr-OH;(S)-1-(tert-butoxycarbonyl)-5-oxopyrrolidine-2-carboxylic acid;1,2-Pyrrolidinedicarboxylic acid, 5-oxo-, 1-(1,1-dimethylethyl) ester, (2S)-;(2S)-1-[(tert-butoxy)carbonyl]-5-oxopyrrolidine-2-carboxylic acid;EINECS 258-362-2;(2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]-5-oxopyrrolidine-2-carboxylic acid;N-T-BOC-PHE-TYR-DICYCLOHEXYLAMMONIUM;(S)-5-Oxo-1,2-pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester;1-(tert-Butyl) hydrogen (S)-5-oxopyrrolidine-1,2-dicarboxylate;MFCD00672316;N-Boc-5-oxo-D-proline;Boc-pyroGlu-OH;Boc-pyroglutamic acid;N-Boc-Pyr-OH;N-Boc-pyroglutamic acid;N-Boc-5-oxo-L-proline;N-Boc-L-glutamic Acid Lactam;SCHEMBL1256527;DTXSID70886035;t-butyloxycarbonyl-l-pyroglutamic acid;AKOS015841403;CS-W010389;AC-24324;AS-13116;B4083;N-(tert-Butoxycarbonyl)-L-pyroglutamic Acid;(S)-1-Boc-5-oxopyrrolidine-2-carboxylic Acid;A26761;EN300-185979;M03206;N-(tert-Butoxycarbonyl)-L-glutamic Acid Lactam;(S)-Boc-5-oxopyrrolidine-2-carboxylic acid, 97%;W-105770;1-{[(2-Methyl-2-propanyl)oxy]carbonyl}-5-oxo-L-proline;(S)-1-(t-butoxycarbonyl)-5-oxopyrrolidine-2-carboxylic acid;5-Oxopyrrolidine-1,2alpha-dicarboxylic acid 1-tert-butyl ester;(2S)5-oxo-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester;1,2-Pyrrolidinedicarboxylic acid, 5-oxo-, 1-(1,1-dimethylethyl) ester, (S)-;N-alpha-T-Butoxycarbonyl-l-pyroglutamic acid;N-alpha-tert-Butyloxycarbonyl-l-pyroglutamic acid;BOC-Pglu-oh;boc-pyroglutamic acid

Chemical Property of Boc-pyr-OH

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 1.92E-08mmHg at 25°C
• Melting Point: 65-67 °C
• Refractive Index: 1.515
• Boiling Point: 425.8 °C at 760 mmHg
• PKA: 3.04±0.20(Predicted)
• Flash Point: 211.3 °C
• PSA: 83.91000
• Density: 1.304 g/cm³
• LogP: 0.93500
• Storage Temp.: Store at RT.
• Sensitive.: Moisture Sensitive
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 229.09502258
• Heavy Atom Count: 16
• Complexity: 331

Purity/Quality:

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

Boc-Pyr-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1C(CCC1=O)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N1[C@@H](CCC1=O)C(=O)O

Technology Process of Boc-pyr-OH

There total 9 articles about Boc-pyr-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: 98.0%

benzyl (2S)-N-tert-butoxycarbonyl-5-oxoprolinate (113400-36-5,400626-71-3) → L-N-t-butoxycarbonylpyroglutamic acid (53100-44-0,160347-90-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 120h; Ambient temperature;

DOI:10.1039/p19960000507

Reference yield: 83.0%

4-nitrobenzyl L-1-tert-butoxycarbonylpyroglutamate (108963-97-9) → L-N-t-butoxycarbonylpyroglutamic acid (53100-44-0,160347-90-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 1h; Ambient temperature;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → L-N-t-butoxycarbonylpyroglutamic acid (53100-44-0,160347-90-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 9.0 g / Et₃N; 4-(dimethylamino)pyridine / CH₂Cl₂ / 384 h / 20 °C

2: 93 percent / H₂ / Pd-C / methanol / 6 h

With dmap; hydrogen; triethylamine; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1016/j.bmc.2007.03.005

upstream raw materials:

L-glutamic acid

2-hydroxymethyl-5-oxopyrrolidine-1-carboxylic acid tert-butyl ester

4-nitrobenzyl L-1-tert-butoxycarbonylpyroglutamate

benzyl (2S)-N-tert-butoxycarbonyl-5-oxoprolinate

Downstream raw materials:

L-pyroglutamyl-L-histidyl-L-proline amide

L-Pyroglutamic acid

(S)-1-tert-butoxycarbonyl-5-methoxycarbonyl-pyrrolidin-2-one

pyroGlu-Leu

Refernces

• 1、 Bernardi, Fernando,Garavelli, Marco,Scatizzi, Marco,Tomasini, Claudia,Trigari, Valerio,Crisma, Marco,Formaggio, Fernando,Peggion, Cristina,Toniolo, Claudio. "Pseudopeptide foldamers: the homo-oligomers of pyroglutamic acid.". . p. 2516 - 2525. Retrieved 2007/10/03.
• 2、 Yoshifuji,Shigeyuki,Tanaka, Ken-ichi,Kawai, Tomoyuki,Nitta, Yoshihiro. "A Novel Synthesis of L-Pyroglutamic Acid Derivatives from L-Proline: Utility of N-Protecting Groups for Ruthenium Tetroxide Oxidation of Cyclic α-Amino Acids". . p. 3873 - 3878. Retrieved 2007/10/02.