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Basic Information
| CAS No.: | 3705-27-9 |
|---|---|
| Name: | CYCLO(-GLY-PRO) |
| Article Data: | 34 |
| Molecular Structure: | |
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| Formula: | C7H10 N2 O2 |
| Molecular Weight: | 154.169 |
| 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 |
| Density: | 1.325g/cm3 |
| Melting Point: | 220-223℃ |
| Boiling Point: | 447.855°C at 760 mmHg |
| Flash Point: | 224.655°C |
| PSA: | 49.41000 |
| LogP: | -0.62610 |
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Synthetic route
Conditions
| Conditions | Yield |
|---|---|
| In N,N-dimethyl-formamide at 200℃; under 12901.3 Torr; for 0.333333h; Microwave irradiation; | 99% |
| With Zr6-based UiO-66 metal-organic frameworks at 80℃; for 24h; | 88% |
| With 14C2H7N*14H(1+)*2H2O*2O(2-)*2Zr(4+)*O122P4W34(18-) In dimethyl sulfoxide at 70℃; for 24h; | 76% |
| Multi-step reaction with 2 steps 1: HCl 2: 105 °C / 0 Torr View Scheme |
- 68385-08-0
(2S)-N-(N-Benzyloxycarbonylglycyl)prolinamide
- 3705-27-9
(S)-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
Conditions
| Conditions | Yield |
|---|---|
| With hydrogen; palladium on activated charcoal In methanol at 22℃; for 12h; | 93% |
| With platinum Hydrogenation; | |
| With hydrogen; palladium on activated charcoal In methanol at 22℃; |
Conditions
| Conditions | Yield |
|---|---|
| With trimethylphosphane In tetrahydrofuran; water | A 92% B n/a |
Conditions
| Conditions | Yield |
|---|---|
| With Zr6-based UiO-66 metal-organic frameworks at 80℃; for 24h; | 92% |
| In phenol at 160℃; for 1h; |
- 41863-49-4
t-butyloxycarbonyl-glycyl-proline methyl ester
- 3705-27-9
(S)-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
Conditions
| Conditions | Yield |
|---|---|
| In water at 130℃; for 4h; | 90% |
| Multi-step reaction with 2 steps 1: formic acid 2: toluene; butan-1-ol / Heating View Scheme |
- 5680-79-5
glycine ethyl ester hydrochloride
- 45736-33-2
(S)-proline-N-carboxyanhydride
- 3705-27-9
(S)-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: glycine ethyl ester hydrochloride; (S)-proline-N-carboxyanhydride With triethylamine In dichloromethane at -78℃; for 6h; Stage #2: In water for 24h; Heating; | 87% |
- 175853-35-7
(9aS)-2,3,4,5,7,8,9,9a-Octahydro-1H-pyrrolo<2,1-d><1,2,5>triazepine-1,5-dione
- 3705-27-9
(S)-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
Conditions
| Conditions | Yield |
|---|---|
| With ammonia; sodium In tetrahydrofuran at -60℃; for 0.25h; | 80% |
| Multi-step reaction with 2 steps 1: Na, NH3 liq. / -68 °C View Scheme |
- 96163-74-5
N-chloroacetyl-L-proline ethyl ester
- 3705-27-9
(S)-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
Conditions
| Conditions | Yield |
|---|---|
| With ammonia In ethanol Ambient temperature; | 78.2% |
- 1380332-68-2
Cbz-glycyl-(L)-prolyl benzotriazole
- 3705-27-9
(S)-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
Conditions
| Conditions | Yield |
|---|---|
| With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; for 18h; | 72% |
- 129222-49-7
N-Nitroacetyl-(S)-proline ethyl ester
- 3705-27-9
(S)-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
Conditions
| Conditions | Yield |
|---|---|
| With aluminium amalgam In ethanol at 30℃; for 8h; | 70% |
