Boc-His(Boc)-OH benzene

Base Information

• Chemical Name: Boc-His(Boc)-OH benzene
• CAS No.: 20866-46-0
• Molecular Formula: C16H25N3O6
• Molecular Weight: 355.391
• Hs Code.: 2933290090
• European Community (EC) Number: 687-645-7
• Mol file: 20866-46-0.mol

Synonyms:Boc-His(Boc)-OH benzene;Boc-L-His(Boc)-OH Benzene;MFCD00236850;Boc-His(Boc)-OH benzene, AldrichCPR;N-alpha-t-Butyloxycarbonyl-N-im-t-butyloxycarbonyl-L-histidine benzene;benzene;(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[1-[(2-methylpropan-2-yl)oxycarbonyl]imidazol-4-yl]propanoic acid

Chemical Property of Boc-His(Boc)-OH benzene

Chemical Property:

• PKA: 3.10±0.10(Predicted)
• PSA: 119.75000
• Density: 1.22 g/cm³
• LogP: 2.57760
• Storage Temp.: -15°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 8
• Exact Mass: 433.22128572
• Heavy Atom Count: 31
• Complexity: 525

Purity/Quality:

99%, ^*data from raw suppliers

(S)-3-(1-(tert-Butoxycarbonyl)-1H-imidazol-4-yl)-2-((tert-butoxycarbonyl)amino)propanoic acid 95+% ^*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(CC1=CN(C=N1)C(=O)OC(C)(C)C)C(=O)O.C1=CC=CC=C1
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC1=CN(C=N1)C(=O)OC(C)(C)C)C(=O)O.C1=CC=CC=C1

Technology Process of Boc-His(Boc)-OH benzene

There total 8 articles about Boc-His(Boc)-OH benzene 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: 87.0%

di-tert-butyl dicarbonate (24424-99-5) + L-histidine (71-00-1) → N,1'-bis[(1,1-dimethylethoxy)carbonyl]-L-histidine (20866-46-0)

Guidance literature:

L-histidine; With water; sodium hydroxide; In 1,4-dioxane; at 0 ℃; for 0.0833333h;

di-tert-butyl dicarbonate; In 1,4-dioxane; at 20 ℃; for 4h;

Reference yield: 75.0%

di-tert-butyl dicarbonate (24424-99-5) + 1-tert-butoxycarbonyl-histidine (46924-53-2) → N,1'-bis[(1,1-dimethylethoxy)carbonyl]-L-histidine (20866-46-0)

Guidance literature:

With potassium hydrogencarbonate; In water; tert-butyl alcohol; at 20 - 40 ℃; for 18h;

DOI:10.15227/orgsyn.063.0160

Reference yield: 60.0%

di-tert-butyl dicarbonate (24424-99-5) + N-(tert-butoxycarbonyl)-L-histidine (17791-52-5) → N,1'-bis[(1,1-dimethylethoxy)carbonyl]-L-histidine (20866-46-0)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; water; at 0 - 25 ℃;

upstream raw materials:

di-tert-butyl dicarbonate

L-histidine

L-histidine monohydrochloride

N-(tert-butoxycarbonyl)-L-histidine

Downstream raw materials:

4-<2-<2-<<(2R,3S)-3-<α,N^im-bis(tert-butoxycarbonyl)-L-histidyl>amino>-4-cyclohexyl-2-hydroxy-1-butyl>sulfonyl>acetamido>ethyl>morpholine

di-tert-butoxycarbonylhistidine pentafluorophenylester

N,N^Im-di-t-butoxycarbonyl-L-histidyl-L-glutaminyl-β-benzyl-L-aspartyl-L-phenylalanine 4-picolyl ester

N,N^Im-di-t-butoxycarbonyl-L-histidyl-L-glutaminyl-β-benzyl-L-aspartyl-L-phenylalanyl-L-asparaginyl-O-benzyl-L-seryl-L-alanine 4-picolyl ester

Refernces

• 1、 -. "Synthesis method of N alpha-tert-butyloxycarbonyl-L-histidine". Paragraph 0030-0031; 0033-0034; 0036-0037; 0039-0040. . Retrieved 2020/09/09.
• 2、 Jovanovic, Milos,Radivojevic, Jelena,O'Connor, Kevin,Blagojevic, Stevan,Begovic, Biljana,Lukic, Vera,Nikodinovic-Runic, Jasmina,Savic, Vladimir. "Rhamnolipid inspired lipopeptides effective in preventing adhesion and biofilm formation of Candida albicans". supporting information. p. 209 - 217. Retrieved 2019/03/23.