Ac-Gly-Osu

Base Information

• Chemical Name: Ac-Gly-Osu
• CAS No.: 24715-24-0
• Molecular Formula: C8H10N2O5
• Molecular Weight: 214.178
• Hs Code.: 2925190090
• DSSTox Substance ID: DTXSID90454679
• Nikkaji Number: J913.815C
• Wikidata: Q72435239
• Mol file: 24715-24-0.mol

Synonyms:Ac-Gly-Osu;24715-24-0;(2,5-dioxopyrrolidin-1-yl) 2-acetamidoacetate;2,5-dioxopyrrolidin-1-yl 2-acetamidoacetate;Acetyl-glycine N-hydroxysuccinimide ester;SCHEMBL2615822;DTXSID90454679;MFCD00153382;AKOS015841038;FD21619;AS-49137;CS-0208858;FT-0688599;N-[2-Oxo-2-[(2,5-dioxopyrrolizino)oxy]ethyl]acetamide;Acetamide,N-[2-[(2,5-dioxo-1-pyrrolidinyl)oxy]-2-oxoethyl]-(9ci)

Chemical Property of Ac-Gly-Osu

Chemical Property:

• Appearance/Colour: White powder
• Refractive Index: 1.53
• PKA: 14.08±0.46(Predicted)
• PSA: 92.78000
• Density: 1.414 g/cm³
• LogP: -0.94150
• Storage Temp.: Store at 0°C
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 214.05897142
• Heavy Atom Count: 15
• Complexity: 309

Purity/Quality:

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

Acetyl-glycine N-hydroxysuccinimide ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NCC(=O)ON1C(=O)CCC1=O

Technology Process of Ac-Gly-Osu

There total 2 articles about Ac-Gly-Osu 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%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + N-acetylglycine (543-24-8) → N-acetylglycine N-hydroxysuccinimide ester (24715-24-0)

Guidance literature:

With dicyclohexyl-carbodiimide; at 20 ℃; for 4h;

DOI:10.1039/c9nj03817e

Reference yield:

→ N-acetylglycine N-hydroxysuccinimide ester (24715-24-0)

Guidance literature:

DOI:10.1021/bi00682a022

Reference yield: 60.0%

N-acetylglycine N-hydroxysuccinimide ester (24715-24-0) + N6-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-lysylvalyl-N-{4-[(8S,11S,12R)-11-[(2S)-butan-2-yl]-12-(2-{(2S)-2-[(1R,2R)-1-methoxy-2-methyl-3-oxo-3-{[(1S)-2-phenyl-1-(1,3-thiazol-2-yl)ethyl]amino}propyl]pyrrolidin-1-yl}-2-oxoethyl)-5,5,10-trimethyl-3,6,9-trioxo-8-(propan-2-yl)-2,13-dioxa-4,7,10-triazatetradec-1-yl]phenyl}-N5-carbamoyl-L-ornithinamide → N-acetylglycyl-N6-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-lysyl-L-valyl-N-{4-[(8S,11S,12R)-11-[(2S)-butan-2-yl]-12-(2-{(2S)-2-[(1R,2R)-1-methoxy-2-methyl-3-oxo-3-{[(1S)-2-phenyl-1-(1,3-thiazol-2-yl)ethyl]amino}propyl]pyrrolidin-1-yl}-2-oxoethyl)-5,5,10-trimethyl-3,6,9-trioxo-8-(propan-2-yl)-2,13-dioxa-4,7,1O-triazatetradec-1-yl]phenyl}-N5-carbamoyl-L-ornithinamide

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl acetamide; at 20 ℃; for 16h; Cooling with ice;

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

N-acetylglycine

Refernces

• 1、 Athanasellis,Gavrielatos,Igglessi-Markopoulou. "Synthesis and spectroscopic studies of 5-arylidene-3-substituted tetramic acids as possible substrates for catalytic asymmetric hydrogenation". . p. 1203 - 1208. Retrieved 2007/10/03.
• 2、 Blumberg,Vallee. "Superactivation of thermolysin by acylation with amino acid N-hydroxysuccinimide esters.". . p. 2410,2411. Retrieved 2007/10/05.