Boc-L-beta-homoisoleucine

Base Information

• Chemical Name: Boc-L-beta-homoisoleucine
• CAS No.: 218608-82-3
• Molecular Formula: C₁₂H₂₃NO₄
• Molecular Weight: 245.319
• Hs Code.: 2924199090
• European Community (EC) Number: 968-347-9
• Nikkaji Number: J1.801.332K
• Mol file: 218608-82-3.mol

Synonyms:Boc-L-beta-homoisoleucine;218608-82-3;Boc-|A-HoIle-OH;Boc-beta-Hoile-OH;(3R,4S)-4-methyl-3-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid;(3R,4S)-3-((tert-butoxycarbonyl)amino)-4-methylhexanoic acid;Boc-beta-Homoile-OH;Boc-L-beta-HIle-OH;MFCD01076254;boc-b-Homoisoleucine;SCHEMBL14265317;(3R,4S)-3-{[(tert-butoxy)carbonyl]amino}-4-methylhexanoic acid;AKOS015892885;Boc--HoIle-OH Boc-L--homoisoleucine;CS-W010249;HY-W009533;AS-47141;EN300-388428;F12283

Chemical Property of Boc-L-beta-homoisoleucine

Chemical Property:

• Vapor Pressure: 1.24E-06mmHg at 25°C
• Melting Point: 86 °C
• Refractive Index: 1.462
• Boiling Point: 374.269 °C at 760 mmHg
• PKA: 4.45±0.10(Predicted)
• Flash Point: 180.152 °C
• PSA: 75.63000
• Density: 1.047 g/cm³
• LogP: 2.79140
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 245.16270821
• Heavy Atom Count: 17
• Complexity: 270

Purity/Quality:

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

Boc-L-beta-homoisoleucine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)C(CC(=O)O)NC(=O)OC(C)(C)C
• Isomeric SMILES: CC[C@H](C)[C@@H](CC(=O)O)NC(=O)OC(C)(C)C
• Uses: Boc-l-beta-homoisoleucine

Technology Process of Boc-L-beta-homoisoleucine

There total 7 articles about Boc-L-beta-homoisoleucine 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: 91.0%

[(3S,4S)-N-tert-Butoxycarbonyl-L-isoleucyl]diazomethane (114645-19-1,497106-85-1) → N-(t-butyloxycarbonyl)-β-homoisoleucine (218608-82-3)

Guidance literature:

With silver benzoate; In 1,4-dioxane; water; at 70 ℃;

DOI:10.1016/j.bmc.2014.05.024

Reference yield:

tert-butyl (2R,3S)-1-cyano-3-methylpentan-2-ylcarbamate (1200696-18-9) → N-(t-butyloxycarbonyl)-β-homoisoleucine (218608-82-3)

Guidance literature:

With water; potassium hydroxide; In ethanol; at 90 ℃;

DOI:10.1021/ol5036547

Reference yield:

N-(tert-butyloxycarbonyl)-L-isoleucine (13139-16-7) → N-(t-butyloxycarbonyl)-β-homoisoleucine (218608-82-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N, ClCO₂iBu

2: (i) Et₃N, PhCO₂Ag, MeOH, (ii) aq. K₂CO₃

With triethylamine; isobutyl chloroformate;

DOI:10.1021/jm00195a025

upstream raw materials:

[(3S,4S)-N-tert-Butoxycarbonyl-L-isoleucyl]diazomethane

N-(tert-butyloxycarbonyl)-L-isoleucine

L-isoleucine

di-tert-butyl dicarbonate

Refernces

• 1、 Sinha, Manish,Dola, Vasanth R.,Agarwal, Pooja,Srivastava, Kumkum,Haq, Wahajul,Puri, Sunil K.,Katti, Seturam B.. "Antiplasmodial activity of new 4-aminoquinoline derivatives against chloroquine resistant strain". . p. 3573 - 3586. Retrieved 2014/07/07.
• 2、 Kantharaju,Suresh Babu, Vommina V.. "Homologation of α-amino acids to β-amino acids: 9-Fluorenylmethyl chloroformate as a carboxyl group activating agent for the synthesis of Nα-protected aminoacyldiazomethanes". . p. 2152 - 2158. Retrieved 2007/10/03.