CYCLO(-GLY-PRO)

Base Information

• Chemical Name: CYCLO(-GLY-PRO)
• CAS No.: 3705-27-9
• Molecular Formula: C7H10 N2 O2
• Molecular Weight: 154.169
• Hs Code.: 2933990090
• Mol file: 3705-27-9.mol

Synonyms:Pyrrolo[1,2-a]pyrazine-1,4-dione,hexahydro-, (S)-; Pyrrolo[1,2-a]pyrazine-1,4-dione, hexahydro-, L- (8CI);(S)-3,6-Dioxohexahydropyrrolo[1,2-a]pyrazine; Cyclo(Gly-L-Pro);Cyclo(L-prolylglycyl); Cyclo(Pro-Gly); Cyclo(glycyl-L-prolyl);Cyclo-L-prolylglycine; Cycloglycyl-L-proline; Cycloglycylproline;Glycyl-L-proline lactam

Chemical Property of CYCLO(-GLY-PRO)

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 220-223℃
• Refractive Index: 1.569
• Boiling Point: 447.855°C at 760 mmHg
• PKA: 13.21±0.20(Predicted)
• Flash Point: 224.655°C
• PSA: 49.41000
• Density: 1.325g/cm³
• LogP: -0.62610
• Storage Temp.: -15°C
• Solubility.: DMSO: >10mg/mL

Purity/Quality:

98.50% ^*data from raw suppliers

Cyclo(-Gly-Pro) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Cyclo(-?Gly-?Pro) and its derivatives can be used as Cyclic Dipeptide Chitinase Inhibitors. It is also used to synthesize 5-HT1A receptor agonists.

Technology Process of CYCLO(-GLY-PRO)

There total 52 articles about CYCLO(-GLY-PRO) 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: 99.0%

N-prolylglycine (2578-57-6) → (S)-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione (3705-27-9)

Guidance literature:

In N,N-dimethyl-formamide; at 200 ℃; for 0.333333h; under 12901.3 Torr; Microwave irradiation;

DOI:10.1039/c1gc15043j

Reference yield: 93.0%

(2S)-N-(N-Benzyloxycarbonylglycyl)prolinamide (68385-08-0) → (S)-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione (3705-27-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 22 ℃; for 12h;

Reference yield: 92.0%

H-Gly-Pro-OH (704-15-4) → (S)-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione (3705-27-9)

Guidance literature:

With Zr₆-based UiO-66 metal-organic frameworks; at 80 ℃; for 24h;

DOI:10.1021/acscatal.1c01782

upstream raw materials:

H-Pro-Gly-OMe

(2S)-N-(N-Benzyloxycarbonylglycyl)prolinamide

H-Pro-Gly-OEt

N-chloroacetyl-L-proline ethyl ester

Downstream raw materials:

N-prolylglycine

H-Gly-Pro-OH

L-10-<β-N-(1,4-Diazabicyclo<4.3.o>nonanyl)propionyl>-2-chlorophenothiazine

benzyl (S)-hexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxylate

Refernces

• 1、 Conic, Dragan,De Azambuja, Francisco,Harvey, Jeremy N.,Loosen, Alexandra,Parac-Vogt, Tatjana N.,Van Den Besselaar, Maxime. "En Route to a Heterogeneous Catalytic Direct Peptide Bond Formation by Zr-Based Metal-Organic Framework Catalysts". . p. 7647 - 7658. Retrieved 2021/06/30.
• 2、 Ordó?ez, Mario,Torres-Hernández, Fernando,Viveros-Ceballos, José Luis. "Highly Diastereoselective Synthesis of Cyclic α-Aminophosphonic and α-Aminophosphinic Acids from Glycyl-l-Proline 2,5-Diketopiperazine". . p. 7378 - 7383. Retrieved 2019/11/26.