Boc-L-isoleucine methyl ester

Base Information

• Chemical Name: Boc-L-isoleucine methyl ester
• CAS No.: 17901-01-8
• Molecular Formula: C12H23NO4
• Molecular Weight: 245.319
• DSSTox Substance ID: DTXSID90472919
• Nikkaji Number: J1.607.998G
• Wikidata: Q82302110
• Mol file: 17901-01-8.mol

Synonyms:17901-01-8;Boc-L-isoleucine methyl ester;BOC-ILE-OME;(2S,3S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-methylpentanoate;methyl (2S,3S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoate;methyl (2S,3S)-2-{[(tert-butoxy)carbonyl]amino}-3-methylpentanoate;SCHEMBL1486223;DTXSID90472919;KLRYBAAAYDFIEQ-IUCAKERBSA-N;(2S,3S)-Methyl2-((tert-butoxycarbonyl)amino)-3-methylpentanoate;MFCD00038761;AKOS016003563;AM81845;FD21844;AS-49222;Methyl (tert-butoxycarbonyl)-L-isoleucinate;CS-0208666;FT-0772760;N-(t-butoxycarbonyl)-L-isoleucine methyl ester;N-(t-butyloxycarbonyl)-L-isoleucine methyl ester;N-(t-butyloxycarbonyl)-L -isoleucine methyl ester;N-(tert.-butyloxycarbonyl)-L-isoleucine methyl ester;N-[(1,1-Dimethylethoxy)carbonyl]-L-isoleucine methyl ester;L-Isoleucine, N-[(1,1-dimethylethoxy)carbonyl]-, methyl ester

Chemical Property of Boc-L-isoleucine methyl ester

Chemical Property:

• PSA: 64.63000
• LogP: 2.48970
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 245.16270821
• Heavy Atom Count: 17
• Complexity: 270

Purity/Quality:

99% ^*data from raw suppliers

Boc-L-isoleucineMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)C(C(=O)OC)NC(=O)OC(C)(C)C
• Isomeric SMILES: CC[C@H](C)[C@@H](C(=O)OC)NC(=O)OC(C)(C)C

Technology Process of Boc-L-isoleucine methyl ester

There total 17 articles about Boc-L-isoleucine methyl ester 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: 99.0%

di-tert-butyl dicarbonate (24424-99-5) + methyl L-isoleucinate hydrochloride (18598-74-8) → N-(tert-butoxycarbonyl)isoleucine methyl ester (17901-01-8)

Guidance literature:

DOI:10.1016/0223-5234(89)90055-X

Reference yield: 98.5%

diazomethane (186581-53-3,908094-01-9,334-88-3) + N-(tert-butyloxycarbonyl)-L-isoleucine (13139-16-7) → N-(tert-butoxycarbonyl)isoleucine methyl ester (17901-01-8)

Guidance literature:

In methanol; diethyl ether; at 4 ℃;

DOI:10.1021/np000136a

Reference yield: 97.0%

L-isoleucine methyl ester (2577-46-0) + di-tert-butyl dicarbonate (24424-99-5) → N-(tert-butoxycarbonyl)isoleucine methyl ester (17901-01-8)

Guidance literature:

In water; at 110 ℃; for 0.0833333h; chemoselective reaction; Microwave irradiation; Green chemistry;

DOI:10.1039/c4ra16683c

upstream raw materials:

di-tert-butyl dicarbonate

methyl L-isoleucinate hydrochloride

N-(tert-butyloxycarbonyl)-L-isoleucine

methyl iodide

Downstream raw materials:

C₂₆H₄₀N₄O₆

N-tert-butoxycarbonyl-L-isoleucine hydrazide

Refernces

• 1、 Nardi,Cano, N. Herrera,Costanzo,Oliverio,Sindona,Procopio. "Aqueous MW eco-friendly protocol for amino group protection". . p. 18751 - 18760. Retrieved 2015/06/15.
• 2、 Yang, Dezhi,Wang, Peng,Liu, Jianzhen,Xing, Hualu,Liu, Yang,Xie, Wencheng,Zhao, Guisen. "Design, synthesis and evaluation of novel indole derivatives as AKT inhibitors". . p. 366 - 373. Retrieved 2014/01/17.