p-Nitrophenyl N-(tert-butoxycarbonyl)-L-leucinate

Base Information

• Chemical Name: p-Nitrophenyl N-(tert-butoxycarbonyl)-L-leucinate
• CAS No.: 3350-19-4
• Molecular Formula: C17H24N2O6
• Molecular Weight: 352.387
• Hs Code.: 2924299090
• European Community (EC) Number: 222-107-3
• DSSTox Substance ID: DTXSID90955131
• Mol file: 3350-19-4.mol

Synonyms:p-Nitrophenyl N-(tert-butoxycarbonyl)-L-leucinate;CBDivE_006140;SCHEMBL1935058;DTXSID90955131;EINECS 222-107-3;(4-nitrophenyl) 4-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoate;FT-0773286;SR-01000399409;SR-01000399409-1;4-Nitrophenyl N-[tert-butoxy(hydroxy)methylidene]leucinate

Chemical Property of p-Nitrophenyl N-(tert-butoxycarbonyl)-L-leucinate

Chemical Property:

• Vapor Pressure: 1.15E-09mmHg at 25°C
• Refractive Index: 1.518
• Boiling Point: 487.8 °C at 760 mmHg
• Flash Point: 248.8 °C
• PSA: 110.45000
• Density: 1.172 g/cm³
• LogP: 4.35370
• Storage Temp.: 2-8°C
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 352.16343649
• Heavy Atom Count: 25
• Complexity: 473

Purity/Quality:

99% ^*data from raw suppliers

BOC-LEU-ONP ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of p-Nitrophenyl N-(tert-butoxycarbonyl)-L-leucinate

There total 3 articles about p-Nitrophenyl N-(tert-butoxycarbonyl)-L-leucinate 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: 80.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) → (tert-butoxycarbonyl)-L-leucine p-nitrobenzylester (3350-19-4)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane;

DOI:10.1016/j.tet.2009.07.048

Reference yield: 63.0%

→ (tert-butoxycarbonyl)-L-leucine p-nitrobenzylester (3350-19-4)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 ℃; for 6h;

Reference yield:

→ Boc-DL-Leu-ONP (3350-19-4,19792-08-6)

Guidance literature:

Boc-DL-Leu, p-Nitrophenol;

DOI:10.1021/ja00814a039

upstream raw materials:

4-nitro-phenol

N-tert-butoxycarbonyl-L-leucine

Downstream raw materials:

Boc-Leu-Gly-Asn-Gln-Trp(Mtb)-Ala-Val-Gly-His-Leu-Met-NH₂

N-tert-butoxycarbonyl-L-leucyl-O-benzyl-L-tyrosyl-L-leucyl-L-valine methyl ester

BOC-Leu-His-Lys(Z)-Leu-Gln-Thr-OMe

4-nitro-phenol

Refernces

• 1、 Ke, Damei,Zhan, Chuanlang,Li, Xiao,Li, Alexander D.Q.,Yao, Jiannian. "The urea-dipeptides show stronger H-bonding propensity to nucleate β-sheetlike assembly than natural sequence". experimental part. p. 8269 - 8276. Retrieved 2009/12/26.
• 2、 Wan, Qian,Chen, Jin,Yuan, Yu,Danishefskr, Samuel J.. "Oxo-ester mediated native chemical ligation: Concept and applications". supporting information; scheme or table. p. 15814 - 15816. Retrieved 2009/05/16.