N-Benzoyl-Isoleucine

Base Information

• Chemical Name: N-Benzoyl-Isoleucine
• CAS No.: 36578-01-5
• Molecular Formula: C₁₃H₁₇NO₃
• Molecular Weight: 235.283
• Mol file: 36578-01-5.mol

Synonyms:N-Benzoyl-L-isoleucine;N-Benzoylisoleucine;NSC 334207;

Chemical Property of N-Benzoyl-Isoleucine

Chemical Property:

• Vapor Pressure: 3.26E-09mmHg at 25°C
• Melting Point: 117-118 °C
• Refractive Index: 1.533
• Boiling Point: 458.8 °C at 760 mmHg
• PKA: 3.82±0.10(Predicted)
• Flash Point: 231.3 °C
• PSA: 66.40000
• Density: 1.132 g/cm³
• LogP: 2.30660

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-Benzoyl-Isoleucine

There total 16 articles about N-Benzoyl-Isoleucine 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: 96.0%

L-isoleucine (73-32-5,959215-79-3,18875-42-8) + benzoyl chloride (98-88-4) → (2S,3S)-2-benzoylamino-3-methylpentanoic acid (2901-99-7,4427-08-1,70050-93-0,77481-37-9,36578-01-5)

Guidance literature:

With potassium carbonate; potassium hydroxide; In tetrahydrofuran; water; at 20 - 22 ℃;

DOI:10.1039/c7ob01995e

Reference yield: 96.0%

benzoyl chloride (98-88-4) + (2RS,3S)-2-amino-3-methylpentanoic acid (959215-79-3,18875-42-8) → benzoyl-D-allo-isoleucine + (2S,3S)-2-benzoylamino-3-methylpentanoic acid (2901-99-7,4427-08-1,70050-93-0,77481-37-9,36578-01-5)

Guidance literature:

With potassium carbonate; potassium hydroxide; In tetrahydrofuran; water; at 20 - 22 ℃; Overall yield = 90 %; Overall yield = 0.81 g;

DOI:10.1039/c7ob01995e

Reference yield: 90.0%

(2S,3S)-2-benzoylamino-3-methyl-pentanoic acid methyl ester (28818-98-6) → (2S,3S)-2-benzoylamino-3-methylpentanoic acid (2901-99-7,4427-08-1,70050-93-0,77481-37-9,36578-01-5)

Guidance literature:

With lithium hydroxide monohydrate; water; In tetrahydrofuran; methanol; at 20 ℃; for 16h;

upstream raw materials:

L-isoleucine

benzoyl chloride

2-benzoylamino-3-methyl-pent-2-enoic acid

DL-alloisoleucine

Downstream raw materials:

4-[(1S)-1-methylpropyl]-2-phenyl-oxazol-5(4H)-one

(2S,3S)-2-benzoylamino-3-methyl-pentanoic acid methyl ester

Refernces

• 1、 -. "GRANZYME B DIRECTED IMAGING AND THERAPY". . . Retrieved 2019/09/04.
• 2、 Anderson, Zoe J.,Hobson, Christian,Needley, Rebecca,Song, Lijiang,Perryman, Michael S.,Kerby, Paul,Fox, David J.. "NMR-based assignment of isoleucine: Vs. allo -isoleucine stereochemistry". . p. 9372 - 9378. Retrieved 2017/11/22.