BOC-PHE-GLY-OME

Base Information

• Chemical Name: BOC-PHE-GLY-OME
• CAS No.: 7625-57-2
• Molecular Formula: C17H24N2O5
• Molecular Weight: 336.388
• Mol file: 7625-57-2.mol

Synonyms:BocPhe-GlyOMe;tert.butyloxycarbonyl-phenylalanyl-glycine methyl ester;

Chemical Property of BOC-PHE-GLY-OME

Chemical Property:

• Melting Point: 104-105oC
• PSA: 93.73000
• Density: 1.148
• LogP: 2.19340
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%Min ^*data from raw suppliers

Boc-Phe-Gly-OMe 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-PHE-GLY-OME

There total 16 articles about BOC-PHE-GLY-OME 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: 96.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + methoxycarbonylmethylamine (616-34-2) → methyl 2-((2S)-2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)acetate (7625-57-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In various solvent(s); at 65 ℃; for 3h;

DOI:10.1016/j.tetlet.2003.12.124

Reference yield: 96.0%

glycine ethyl ester hydrochloride (5680-79-5,883886-67-7) + N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanine pentafluorophenyl ester (50903-54-3) → methyl 2-((2S)-2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)acetate (7625-57-2)

Guidance literature:

With TEA; In tetrahydrofuran; 0 deg C 0.5 h, room temp. 1 h;

Reference yield: 91.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + glycine ethyl ester hydrochloride (5680-79-5,883886-67-7) → methyl 2-((2S)-2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)acetate (7625-57-2)

Guidance literature:

N-tert-butoxycarbonyl-L-phenylalanine; glycine ethyl ester hydrochloride; With sodium dihydrogenphosphate; ethyl cyanoglyoxylate-2-oxime; In ethyl acetate; for 0.0166667h; Inert atmosphere; Milling; Green chemistry;

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethyl acetate; for 0.25h; Inert atmosphere; Milling; Green chemistry;

DOI:10.1002/ejoc.201600617

upstream raw materials:

N-tert-butoxycarbonyl-L-phenylalanine

glycine ethyl ester hydrochloride

Boc-Phe-O-COO-isoBu

N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanine pentafluorophenyl ester

Downstream raw materials:

Boc-Phe-Phe-Gly-OMe

Boc-Phe-Gly-Leu-Met-NH₂

methyl 9-benzyl-2,2,6-trimethyl-4,7,10-trioxo-3-oxa-5,8,11-triazatridecan-13-oate

Boc-Ala-Phe-Gly-OH

Refernces

• 1、 Lamaty, Frédéric,Métro, Thomas-Xavier,Martinez, Jean,Rguioueg, Nadia,Subra, Gilles,Yeboue, Yves. "Gram-Scale Synthesis of a Hexapeptide by Fragment Coupling in a Ball Mill". supporting information. . Retrieved 2021/09/20.
• 2、 Lee, Hyunji,Sylvester, Kayla,Derbyshire, Emily R.,Hong, Jiyong. "Synthesis and Analysis of Natural-Product-Like Macrocycles by Tandem Oxidation/Oxa-Conjugate Addition Reactions". supporting information. p. 6500 - 6504. Retrieved 2019/04/30.