N-[(1,1-Dimethylethoxy)carbonyl]-1-phenylmethyl-L-histidine

Base Information

• Chemical Name: N-[(1,1-Dimethylethoxy)carbonyl]-1-phenylmethyl-L-histidine
• CAS No.: 20898-44-6
• Molecular Formula: C18H23 N3 O4
• Molecular Weight: 345.398
• Hs Code.: 2933290090
• NSC Number: 164043
• Mol file: 20898-44-6.mol

Synonyms:3-(1-benzyl-1h-imidazol-4-yl)-2-(tert-butoxycarbonylamino)propanoic acid;2179309-76-1;NSC-164043;2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[1-(phenylmethyl)imidazol-4-yl]propanoic acid;NSC164043;BOC-D-HIS(BZL)-OH;N-[(1,1-Dimethylethoxy)carbonyl]-1-phenylmethyl-L-histidine;Histidine, N-tert-butyl ester, L-;AKOS024374903;3-(1-benzyl-1H-imidazol-4-yl)-2-{[(tert-butoxy)carbonyl]amino}propanoic acid;AS-40043;FT-0638063;FT-0658398;EN300-295499;L-Histidine,1-dimethylethoxy)carbonyl]-1-(phenylmethyl)-;METHYL2-[TERT-BUTOXYCARBONYLIMINO]-3,3,3-TRIFLUOROPROPIONATE;3-(1-Benzyl-1H-imidazol-4-yl)-2-((tert-butoxycarbonyl)amino)propanoic acid

Chemical Property of N-[(1,1-Dimethylethoxy)carbonyl]-1-phenylmethyl-L-histidine

Chemical Property:

• Vapor Pressure: 6.3E-14mmHg at 25°C
• Melting Point: 181-184 °C
• Refractive Index: 1.572
• Boiling Point: 572.1°Cat760mmHg
• Flash Point: 299.8°C
• PSA: 93.45000
• Density: 1.2g/cm³
• LogP: 2.84270
• Storage Temp.: Store at 0°C
• Solubility.: soluble in Methanol
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 345.16885622
• Heavy Atom Count: 25
• Complexity: 458

Purity/Quality:

99% ^*data from raw suppliers

N-alpha-Boc-Nim-benzyl-L-histidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CN(C=N1)CC2=CC=CC=C2)C(=O)O
• Use Description: BOC-HIS(BZL)-OH, a chemical compound containing a BOC-protected histidine residue, finds important applications in various fields. In the realm of pharmaceuticals and drug development, it serves as a key building block for the synthesis of peptides and proteins, making it invaluable in the creation of novel pharmaceutical compounds and therapeutic agents. In the field of biochemistry and molecular biology, it is used for the synthesis of customized peptides for research purposes, allowing scientists to investigate protein functions and interactions. Furthermore, BOC-HIS(BZL)-OH plays a role in the development of targeted drug delivery systems and diagnostics, showcasing its significance in advancing medical and biotechnological research.

Technology Process of N-[(1,1-Dimethylethoxy)carbonyl]-1-phenylmethyl-L-histidine

There total 5 articles about N-[(1,1-Dimethylethoxy)carbonyl]-1-phenylmethyl-L-histidine 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: 25.0%

benzyl bromide (100-39-0) + N-(tert-butoxycarbonyl)-L-histidine (17791-52-5) → Boc-His(Bzl)-OH (20898-44-6,81018-79-3)

Guidance literature:

With sodium hydride; In acetonitrile; at -15 - -5 ℃;

DOI:10.1016/j.tetlet.2004.07.095

Reference yield: 25.0%

iodomethylbenzene (620-05-3) + N-(tert-butoxycarbonyl)-L-histidine (17791-52-5) → Boc-His(Bzl)-OH (20898-44-6,81018-79-3)

Guidance literature:

With sodium hydride; In acetonitrile; at -15 - -5 ℃;

DOI:10.1016/j.bmc.2006.05.031

Reference yield:

N-(tert-butoxycarbonyl)-L-histidine (17791-52-5) → Boc-His(Bzl)-OH (20898-44-6,81018-79-3)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at -15 - -5 ℃;

DOI:10.1039/c5ra06935a

upstream raw materials:

1-benzyl-L-histidine

S-tert-butoxycarbonyl-4,6-dimethyl-2-mercaptopyrimidine

benzyl bromide

N-(tert-butoxycarbonyl)-L-histidine

Downstream raw materials:

C₃₉H₄₉N₅O₆

C₂₄H₃₃N₃O₅

N,N',N''-tris[(1S)-2-methoxy-2-oxy-1-(1-benzylimidazol-4-ylmethyl)]nitrilotriacetamide

N'-benzyl-L-histidine methyl ester

Refernces

• 1、 Kaur, Navneet,Monga, Vikramdeep,Josan, Jatinder S.,Lu, Xinping,Gershengorn, Marvin C.,Jain, Rahul. "Synthesis, receptor binding, and activation studies of N(1)-alkyl-l-histidine containing thyrotropin-releasing hormone (TRH) analogues". . p. 5981 - 5988. Retrieved 2007/10/03.
• 2、 Murakami, Yukito,Nakano, Akio,Ikeda, Hidetsugu,Imori, Toru,Akiyoshi, Kazunari. "Aggregation Behavior of Amphiphiles Functionalized with Dipeptide Segments and Enantioselective Ester Hydrolysis in Their Bilayer Membranes". . p. 172 - 180. Retrieved 2007/10/02.