BOC-HIS(1-ME)-OH

Base Information

• Chemical Name: BOC-HIS(1-ME)-OH
• CAS No.: 61070-20-0
• Molecular Formula: C12H19 N3 O4
• Molecular Weight: 269.301
• Hs Code.: 2933290090
• Mol file: 61070-20-0.mol

Synonyms:(2S)-2-[(tert-Butoxycarbonyl)amino]-3-(1-methyl-1H-imidazol-4-yl)propionicacid

Chemical Property of BOC-HIS(1-ME)-OH

Chemical Property:

• Melting Point: 166-168 °C (decomp)
• Boiling Point: 502.2±45.0 °C(Predicted)
• PKA: 3.17±0.10(Predicted)
• PSA: 93.45000
• Density: 1.23±0.1 g/cm3(Predicted)
• LogP: 1.33140
• Storage Temp.: -15°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

Boc-his(1-me)-oh ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-HIS(1-ME)-OH

There total 2 articles about BOC-HIS(1-ME)-OH 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: 94.0%

N-(tert-butoxycarbonyl)-L-histidine (17791-52-5) + methyl iodide (74-88-4) → Nα-(tert-butoxycarbony1)- Nτ-methyl-L-histidine (61070-20-0)

Guidance literature:

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

DOI:10.1016/j.tetlet.2004.07.095

Reference yield:

N-(tert-butoxycarbonyl)-L-histidine (17791-52-5) → Nα-(tert-butoxycarbony1)- Nτ-methyl-L-histidine (61070-20-0)

Guidance literature:

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

DOI:10.1039/c5ra06935a

Reference yield: 89.0%

1,1-Diphenylmethanol (91-01-0) + Nα-(tert-butoxycarbony1)- Nτ-methyl-L-histidine (61070-20-0) → Nα-tert-butoxycarbonyl-N?-methyl-L-histidine diphenylmethyl ester

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃;

upstream raw materials:

N-(tert-butoxycarbonyl)-L-histidine

methyl iodide

Downstream raw materials:

N-(tert-butoxycarbonyl)-τ-methyl-L-histidine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

Boc-(τ-N-methyl)His amide of (3S,4S)-1-<<(3-methylbutyl)carbonyl>amino>-3-hydroxy-4-amino-5-cyclohexylpentane

N-(tert-butyloxycarbonyl)-τ-methyl-L-histidine amide of (1'R,2'S,5S)-5-(2'-amino-3'-cyclohexyl-1'-hydroxypropyl)-3-ethyloxazolidin-2-one

[1-(3,5-dimethyl-phenylcarbamoyl)-2-(1-methyl-1H-imidazol-4-yl)-ethyl]-carbamic asid tert-butyl ester

Refernces

• 1、 Meena, Chhuttan L.,Ingole, Shubdha,Rajpoot, Satyendra,Thakur, Avinash,Nandekar, Prajwal P.,Sangamwar, Abhay T.,Sharma, Shyam S.,Jain, Rahul. "Discovery of a low affinity thyrotropin-releasing hormone (TRH)-like peptide that exhibits potent inhibition of scopolamine-induced memory impairment in mice". . p. 56872 - 56884. Retrieved 2015/07/15.
• 2、 Kaur, Navneet,Monga, Vikramdeep,Jain, Rahul. "Facile one-step synthesis of N-α-Boc-1-alkyl-l-histidines". . p. 6883 - 6885. Retrieved 2007/10/03.