Threoninamide

Base Information

• Chemical Name: Threoninamide
• CAS No.: 49705-99-9
• Molecular Formula: C4H10 N2 O2
• Molecular Weight: 118.136
• European Community (EC) Number: 256-437-4
• UNII: G5H9PK5HEK
• DSSTox Substance ID: DTXSID60197980
• Nikkaji Number: J107.315J
• Wikidata: Q27278794
• Mol file: 49705-99-9.mol

Synonyms:Threoninamide;(2S,3R)-2-amino-3-hydroxybutanamide;49705-99-9;L-threonine amide;[R-(R*,S*)]-2-amino-3-hydroxybutyramide;EINECS 256-437-4;UNII-G5H9PK5HEK;G5H9PK5HEK;(R-(R*,S*))-2-Amino-3-hydroxybutyramide;(2S,3R)-2-Amino-3-hydroxy-butanamide;L-threoninamide;L-Threonineamide hydrochloride;threonine amide;AMIDATED THREONINE;Butanamide, 2-amino-3-hydroxy-, (2S,3R)-;SCHEMBL359132;DTXSID60197980;AKOS006350428;EN300-651278;Butanamide, 2-amino-3-hydroxy-, (R-(R*,S*))-;Q27278794

Chemical Property of Threoninamide

Chemical Property:

• Vapor Pressure: 1.74E-07mmHg at 25°C
• Boiling Point: 384.2°C at 760 mmHg
• Flash Point: 186.2°C
• PSA: 90.33000
• Density: 1.214g/cm³
• LogP: 0.02980
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 118.074227566
• Heavy Atom Count: 8
• Complexity: 94

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Threoninamide

There total 10 articles about Threoninamide 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: 85.0%

→ L-threonamide (2280-40-2,3479-53-6,25312-57-6,25991-17-7,49705-99-9,118712-70-2)

Guidance literature:

With ammonium hydroxide; at 20 ℃; for 5h;

Reference yield: 70.0%

L-threonine methyl ester (3373-59-9) → (2S,3R)-2-amino-3-hydroxybutanamide (49705-99-9)

Guidance literature:

With ammonia; In isopropyl alcohol; at 20 ℃; Autoclave; Large scale;

Reference yield: 5.0%

L-threonine methyl ester hydrochloride (39994-75-7) → L-threonine (72-19-5,134357-96-3,7013-32-3,82822-12-6) + (2S,3R)-2-amino-3-hydroxybutanamide (49705-99-9)

Guidance literature:

With ammonium hydroxide;

DOI:10.1021/jo00340a048

upstream raw materials:

(+/-)-threonine methyl ester hydrochloride

allo-Thr-OMe

benzyl ((2S,3R)-1-amino-3-hydroxy-1-oxobutan-2-yl)carbamate

L-threonine methyl ester hydrochloride

Downstream raw materials:

(2S,3R)-2-((S)-3-(4-chlorophenyl)-N'-((4-chlorophenyl)sulfonyl)-4-phenyl-4,5-dihydro-1H-pyrazole-1-carboximidamido)-3-hydroxybutanamide

(2S,3R)-2-((R)-3-(4-chlorophenyl)-N'-((4-chlorophenyl)sulfonyl)-4-phenyl-4,5-dihydro-1H-pyrazole-1-carboximidamido)-3-hydroxybutanamide

benzyl 2-(2-(((2S,3R)-1-amino-3-hydroxy-1-oxobutan-2-yl)amino)-2-oxoethyl)-1-oxo-2,5-diazaspiro[3.4]octane-5-carboxylate

Refernces

• 1、 -. "PROCESS AND INTERMEDIATES FOR SYNTHESIS OF PEPTIDE COMPOUNDS". Paragraph 0171; 0172. . Retrieved 2019/02/13.
• 2、 -. "PROCESSES FOR SYNTHESIS OF DIPYRROLIDINE PEPTIDE COMPOUNDS". Paragraph 00103-00107. . Retrieved 2017/12/27.