(2S)-2-[(2-ammonio-1-oxoethyl)amino]-3-methylbutanoate

Base Information

• Chemical Name: (2S)-2-[(2-ammonio-1-oxoethyl)amino]-3-methylbutanoate
• CAS No.: 1963-21-9
• Molecular Formula: C7H14N2O3
• Molecular Weight: 174.2
• Hs Code.: 29241900
• Mol file: 1963-21-9.mol

Synonyms:A813847;(2S)-2-[(2-ammonio-1-oxoethyl)amino]-3-methylbutanoate

Chemical Property of (2S)-2-[(2-ammonio-1-oxoethyl)amino]-3-methylbutanoate

Chemical Property:

• Appearance/Colour: white fine crystalline powder
• Vapor Pressure: 1.08E-07mmHg at 25°C
• Melting Point: 248 °C
• Refractive Index: -20 ° (C=2, H2O)
• Boiling Point: 405 °C at 760 mmHg
• PKA: pK1:3.15;pK2:8.18 (25°C)
• Flash Point: 198.8 °C
• PSA: 92.42000
• Density: 1.168 g/cm³
• LogP: 0.26170
• Storage Temp.: −20°C
• Water Solubility.: 550 g/L (20 ºC)
• XLogP3: -2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 174.10044231
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

Glycyl-l-valine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)[O-])NC(=O)C[NH3+]
• Isomeric SMILES: CC(C)[C@@H](C(=O)[O-])NC(=O)C[NH3+]

Technology Process of (2S)-2-[(2-ammonio-1-oxoethyl)amino]-3-methylbutanoate

There total 9 articles about (2S)-2-[(2-ammonio-1-oxoethyl)amino]-3-methylbutanoate 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: 95.0%

(2S)-2-[[2-(tert-butoxycarbonylamino)acetyl]amino]-3-methylbutanoic acid (28334-73-8) → L-glycyl-L-valine (1963-21-9,6491-59-4)

Guidance literature:

With tetradecyl(trihexyl)phosphonium bistriflamide; trifluoroacetic acid; at 110 ℃; for 0.166667h; Ionic liquid;

DOI:10.1039/c5ra21279k

Reference yield:

(S)-2-(2-Amino-acetylamino)-3-methyl-butyric acid 4-[3-{4-[(S)-2-(2-amino-acetylamino)-3-methyl-butyryloxy]-phenylsulfanyl}-5-(3,5-bis-{4-[(S)-2-(2-amino-acetylamino)-3-methyl-butyryloxy]-phenylsulfanyl}-benzenesulfonyl)-phenylsulfanyl]-phenyl ester → L-glycyl-L-valine (1963-21-9,6491-59-4)

Guidance literature:

With sodium hydroxide; In ethyl acetate; acetone; for 0.5h;

DOI:10.1016/j.tet.2005.09.103

Reference yield:

racemic N-chloroacetylvaline (4090-17-9) → L-glycyl-L-valine (1963-21-9,6491-59-4)

Guidance literature:

With ammonia; water; at 25 ℃;

upstream raw materials:

racemic N-chloroacetylvaline

glycine-L-leucine ethyl ester hydrochloride

1,3-oxazolidine-2,5-dione

L-valine

Downstream raw materials:

(2S)-isopropylpiperazine-3,6-dione

(2S)-2-[[2-(tert-butoxycarbonylamino)acetyl]amino]-3-methylbutanoic acid

<3(S),4(S)>-2,4,5-trideoxy-4-<<2-<<<<(1,1-dimethylethoxy)carbonyl>amino>acetyl>amino>-3-methyl-1-oxobutyl>amino>-2,2-difluoro-5-<4-(2-methoxy-2-oxoethoxy)phenyl>-N-(phenylmethyl)-L-glycero-pentonamide

<3(S),4(S)>-2,4,5-trideoxy-4-<<2-<<<<(1,1-dimethylethoxy)carbonyl>amino>acetyl>amino>-3-methyl-1-oxobutyl>amino>-2,2-difluoro-5-<4-<2-oxo-2-(pentafluorophenoxy)ethoxy>phenyl>-N-(phenylmethyl)-L-glycero-pentonamide

Refernces

• 1、 Bhawal, Sumit S.,Patil, Rahul A.,Armstrong, Daniel W.. "Rapid, effective deprotection of tert-butoxycarbonyl (Boc) amino acids and peptides at high temperatures using a thermally stable ionic liquid". . p. 95854 - 95856. Retrieved 2015/11/24.
• 2、 -. "Cancerous metastasis inhibitor". . . Retrieved 2008/06/13.