Boc-Met-ONp

Base Information

• Chemical Name: Boc-Met-ONp
• CAS No.: 2488-18-8
• Molecular Formula: C16H22N2O6S
• Molecular Weight: 370.426
• DSSTox Substance ID: DTXSID60427411
• Nikkaji Number: J1.340.820C
• Wikidata: Q82240063
• Mol file: 2488-18-8.mol

Synonyms:Boc-Met-ONp;2488-18-8;Boc-L-Met-ONp;Boc-L-methionine 4-nitrophenyl ester;(4-nitrophenyl) (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-methylsulfanylbutanoate;SCHEMBL9046932;DTXSID60427411;KSFQSYDCSRCMIR-ZDUSSCGKSA-N;MFCD00038123;AKOS016003204;AS-46876;CS-0208154;F10797;t-butyloxycarbonyl-l-methionine p-nitrophenyl ester;L-Methionine,N-[(1,1-dimethylethoxy)carbonyl]-,4-nitrophenyl ester;N-[(1,1-Dimethylethoxy)carbonyl]-L-methionine 4-nitrophenyl ester;(S)-4-nitrophenyl 2-(tert-butoxycarbonylamino)-4-(methylthio)butanoate;4-Nitrophenyl N-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-methioninate;N-alpha-t-Butyloxycarbonyl-L-methionine p-nitrophenyl ester (Boc-L-Met-ONp);(S)-2-(tert-Butoxycarbonylamino)-4-(methylthio)butyric acid 4-nitrophenyl ester

Chemical Property of Boc-Met-ONp

Chemical Property:

• Melting Point: 101-102 °C
• Boiling Point: 536.1 °C at 760 mmHg
• PKA: 10.63±0.46(Predicted)
• Flash Point: 278 °C
• PSA: 135.75000
• Density: 1.244 g/cm³
• LogP: 4.06070
• Storage Temp.: 2-8°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 9
• Exact Mass: 370.11985760
• Heavy Atom Count: 25
• Complexity: 466

Purity/Quality:

99% ^*data from raw suppliers

Boc-L-methionine 4-nitrophenyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CCSC)C(=O)OC1=CC=C(C=C1)[N+](=O)[O-]
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CCSC)C(=O)OC1=CC=C(C=C1)[N+](=O)[O-]

Technology Process of Boc-Met-ONp

There total 5 articles about Boc-Met-ONp 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:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + N-tert-butoxycarbonyl-L-methionine (2488-15-5) → N-((tert-butyloxy)carbonyl)-L-methionine p-nitrophenyl ester (2488-18-8)

Guidance literature:

With dicyclohexyl-carbodiimide; In ethyl acetate;

Reference yield:

L-methionine (63-68-3,26062-47-5,58576-49-1) → N-((tert-butyloxy)carbonyl)-L-methionine p-nitrophenyl ester (2488-18-8)

Guidance literature:

Multi-step reaction with 2 steps

2: DCC / diethyl ether

With dicyclohexyl-carbodiimide; In diethyl ether;

DOI:10.1021/ja01081a041

Reference yield:

N-((tert-butyloxy)carbonyl)-L-methionine p-nitrophenyl ester (2488-18-8) → tert-Butyloxycarbonylmethionin-(4-nitrophenylester) (2488-18-8,69612-70-0)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 23 ℃; Rate constant;

DOI:10.1021/jo01294a029

upstream raw materials:

4-nitro-phenol

N-tert-butoxycarbonyl-L-methionine

tert-Butyl 4-nitrophenyl carbonate

L-methionine ethyl ester monohydrochloride

Downstream raw materials:

Boc-Met-Glu(OBzl)2

(tert-butyloxycarbonyl)-L-methionyl-β-benzyl-L-aspartic acid amide

Boc-Met-Leu-Phe-OCH₂C₆H₅

Boc-Met-Lys(Z)-Pro-Arg(NO₂)-OCH₂C₆H₅

Refernces

• 1、 HOFMANN,HAAS,SMITHERS,ZANETTI. "STUDIES ON POLYPEPTIDES. XXXI. SYNTHETIC PEPTIDES RELATED TO THE". . p. 631 - 639. Retrieved 2007/10/05.