BOC-L-ILE-NH2

Base Information

• Chemical Name: BOC-L-ILE-NH2
• CAS No.: 94888-34-3
• Molecular Formula: C11H22 N2 O3
• Molecular Weight: 230.3
• Hs Code.: 2924199090
• Mol file: 94888-34-3.mol

Synonyms:Carbamicacid, [(1S,2S)-1-(aminocarbonyl)-2-methylbutyl]-, 1,1-dimethylethyl ester(9CI); Carbamic acid, [1-(aminocarbonyl)-2-methylbutyl]-, 1,1-dimethylethylester, [S-(R*,R*)]-

Chemical Property of BOC-L-ILE-NH2

Chemical Property:

• Melting Point: 164-166 °C
• Boiling Point: 375 °C at 760 mmHg
• PKA: 11.38±0.46(Predicted)
• Flash Point: 180.6 °C
• PSA: 81.42000
• Density: 1.028 g/cm³
• LogP: 2.50230

Purity/Quality:

99% ^*data from raw suppliers

N-tert-Butoxycarbonyl-L-isoleucineamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-L-ILE-NH2

There total 5 articles about BOC-L-ILE-NH2 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: 100.0%

N-(tert-butyloxycarbonyl)-L-isoleucine (13139-16-7) → tert-butyl ((2S,3S)-1-amino-3-methyl-1-oxopentan-2-yl)carbamate (94888-34-3)

Guidance literature:

N-(tert-butyloxycarbonyl)-L-isoleucine; With 4-methyl-morpholine; isobutyl chloroformate; In 1,2-dimethoxyethane; at 0 ℃; for 0.0333333h;

With ammonia; In 1,2-dimethoxyethane; water; at 20 ℃; for 1h; Further stages.;

DOI:10.1021/jo702092x

Reference yield: 90.0%

di-tert-butyl dicarbonate (24424-99-5) + L-isoleucine amide hydrochloride (10466-56-5) → tert-butyl ((2S,3S)-1-amino-3-methyl-1-oxopentan-2-yl)carbamate (94888-34-3)

Guidance literature:

With triethylamine; In dichloromethane; for 3h;

DOI:10.1021/jo00215a040

Reference yield: 73.0%

N-(tert-butoxy)carbonyl-L-isoleucine N-hydroxysuccinimide ester (3392-08-3) → tert-butyl ((2S,3S)-1-amino-3-methyl-1-oxopentan-2-yl)carbamate (94888-34-3)

Guidance literature:

With ammonium hydroxide; In N,N-dimethyl-formamide; at 20 ℃; for 3.5h;

DOI:10.2174/1573406415666181119164846

upstream raw materials:

N-(tert-butyloxycarbonyl)-L-isoleucine

di-tert-butyl dicarbonate

L-isoleucine amide hydrochloride

Boc-Ile-O-COOEt

Downstream raw materials:

(S,S)-ethyl 2-(1-tert-butoxycarbonylamino-2-methyl-butyl)-5-[1-(2-nitrobenzenesulfonyl)indol-3-yl]oxazole-4-carboxylate

Boc-isoleucine thioamide

Refernces

• 1、 Deeva, Olga A.,Dyabina, Alina S.,Gudasheva, Tatiana A.,Mokrov, Grigory V.,Seredenin, Sergey B.,Yarkova, Milada A.. "Design, synthesis and anxiolytic activity evaluation of N-Acyltryptophanyl- containing dipeptides, potential TSPO ligands". . p. 383 - 399. Retrieved 2019/07/12.
• 2、 Chen, Shi-Wu,Gao, Yuan-Yu,Zhou, Ni-Ni,Liu, Jie,Huang, Wen-Ting,Hui, Ling,Jin, Yan,Jin, Yong-Xin. "Carbamates of 4′-demethyl-4-deoxypodophyllotoxin: Synthesis, cytotoxicity and cell cycle effects". supporting information; experimental part. p. 7355 - 7358. Retrieved 2012/02/04.