(2S,3S)-2-amino-3-methylpentanamide

Base Information

• Chemical Name: (2S,3S)-2-amino-3-methylpentanamide
• CAS No.: 14445-54-6
• Molecular Formula: C₆H₁₄N₂O
• Molecular Weight: 130.19
• European Community (EC) Number: 604-415-3
• UNII: UD38YOR1EA
• DSSTox Substance ID: DTXSID201316804
• Nikkaji Number: J875.377F
• Wikidata: Q27109391
• ChEMBL ID: CHEMBL1229078
• Mol file: 14445-54-6.mol

Synonyms:L-isoleucinamide;(2S,3S)-2-amino-3-methylpentanamide;Isoleucinamide;14445-54-6;Isoleucine amide;L-Isoleucine amide;Pentanamide, 2-amino-3-methyl-, (2S,3S)-;UNII-UD38YOR1EA;UD38YOR1EA;CHEBI:21345;Pentanamide, 2-amino-3-methyl-, (S-(R*,R*))-;128385-41-1;Isoleucinamide, L-;SCHEMBL215360;CHEMBL1229078;DTXSID201316804;BBL033474;STK943587;AKOS005674115;NCGC00340721-01;CS-0446785;EN300-82297;AB01332060-02;Q27109391

Chemical Property of (2S,3S)-2-amino-3-methylpentanamide

Chemical Property:

• Vapor Pressure: 0.0211mmHg at 25°C
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 130.110613074
• Heavy Atom Count: 9
• Complexity: 103

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2S,3S)-2-amino-3-methylpentanamide

There total 10 articles about (2S,3S)-2-amino-3-methylpentanamide 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: 98.0%

(2S,3S)-2-(1,3-dioxoisoindolin-2-yl)-3-methylpentanamide (329686-65-9) → L-isoleucinamide (14445-54-6)

Guidance literature:

(2S,3S)-2-(1,3-dioxoisoindolin-2-yl)-3-methylpentanamide; With hydrazine; In ethanol; for 2h; Heating;

With acetic acid; at 100 ℃; for 1h;

DOI:10.1055/s-2001-9756

Reference yield:

tert-butyl ((2S,3S)-1-amino-3-methyl-1-oxopentan-2-yl)carbamate (94888-34-3) → L-isoleucinamide (14445-54-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.bmcl.2011.10.024

Reference yield:

Fmoc-Ile-NH2 → L-isoleucinamide (14445-54-6)

Guidance literature:

With alkylamine; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1021/jm301610q

upstream raw materials:

L-isoleucine methyl ester

Z(OMe)-Ile-NH₂

(2S,3S)-2-(1,3-dioxoisoindolin-2-yl)-3-methylpentanamide

L-isoleucine amide hydrochloride

Downstream raw materials:

N-(1-oxyl-4'-demethyl-4-deoxypodophyllic)-L-isoleucine amide

C₄₂H₃₅N₃O₇S

Z(OMe)-Leu-Glu(OBzl)-Ser-Leu-Ile-NH₂

Boc-Glu(OBzl)-Ser-Leu-Ile-NH₂