- Carbonic acid
- Carbonic acid 2,5-dioxo-1-pyrrolidinyl [(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl] ester
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Cas Database |
| Name |
Carbonic acid 2,5-dioxo-1-pyrrolidinyl [(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl] ester |
EINECS | 813-811-7 |
| CAS No. | 253265-97-3 | Density | 1.51 g/cm3 |
| PSA | 91.37000 | LogP | -0.09710 |
| Solubility | N/A | Melting Point |
122-125℃ |
| Formula | C11H13 N O7 | Boiling Point | 391.8 °C at 760 mmHg |
| Molecular Weight | 271.227 | Flash Point | 190.7 °C |
| Transport Information | N/A | Appearance | N/A |
| Safety | Risk Codes | N/A | |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
2,5-Pyrrolidinedione,1-[[[[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl]oxy]carbonyl]oxy]- (9CI) |
Article Data | 17 |
Carbonic acid 2,5-dioxo-1-pyrrolidinyl [(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl] ester Synthetic route
- 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione
- 253265-97-3
1-[[[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yloxy]carbonyl]oxy]pyrrolidine-2,5-dione
| Conditions | Yield |
|---|---|
| With triethylamine In tetrahydrofuran for 2h; Reflux; | 99.6% |
- 74124-79-1
di(succinimido) carbonate
- 156928-09-5
(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol
- 253265-97-3
1-[[[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yloxy]carbonyl]oxy]pyrrolidine-2,5-dione
| Conditions | Yield |
|---|---|
| With pyridine In tert-butyl methyl ether at 25 - 40℃; for 62h; Solvent; | 90% |
| With triethylamine In acetonitrile at 23℃; for 7h; | 66% |
| With triethylamine In dichloromethane Solvent; Reagent/catalyst; Inert atmosphere; Reflux; Large scale; | 62% |
- 72605-53-9
γ-benzyloxymethyl-α,β-butenolide
- 253265-97-3
1-[[[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yloxy]carbonyl]oxy]pyrrolidine-2,5-dione
| Conditions | Yield |
|---|---|
| Multi-step reaction with 7 steps 1: benzophenone / 9 h / 0 °C / UV-irradiation 2: 89 percent / H2 / Pd/C / methanol / 24 h / 23 °C 3: LiAlH4 / tetrahydrofuran / 4 h / 0 °C 4: 145 mg / HCl / tetrahydrofuran; H2O / 40 h / 23 °C / pH 2 - 3 5: triphenylphosphine; diisopropyl azodicarboxylate / benzene / 1.5 h / 23 °C 6: 326 mg / LiOH; Et3N / methanol; H2O / 2 h / 23 °C 7: 66 percent / Et3N / acetonitrile / 7 h / 23 °C View Scheme | |
| Multi-step reaction with 7 steps 1: benzophenone / 9 h / 0 °C / UV-irradiation 2: 89 percent / H2 / Pd/C / methanol / 24 h / 23 °C 3: LiAlH4 / tetrahydrofuran / 4 h / 0 °C 4: 145 mg / HCl / tetrahydrofuran; H2O / 40 h / 23 °C / pH 2 - 3 5: 94 percent / 4-methylmorpholino-N-oxide; tetrapropylammonium perruthenate / CH2Cl2 / 0.17 h / 23 °C 6: 70 percent / NaBH4 / ethanol / 2.5 h / -18 °C 7: 66 percent / Et3N / acetonitrile / 7 h / 23 °C View Scheme |
- 78508-96-0
(5S)-5-(hydroxymethyl)-5H-furan-2-one
- 253265-97-3
1-[[[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yloxy]carbonyl]oxy]pyrrolidine-2,5-dione
| Conditions | Yield |
|---|---|
| Multi-step reaction with 6 steps 1: benzophenone / 4 h / 0 °C / UV-irradiation 2: LiAlH4 / tetrahydrofuran / 4 h / 0 °C 3: 145 mg / HCl / tetrahydrofuran; H2O / 40 h / 23 °C / pH 2 - 3 4: triphenylphosphine; diisopropyl azodicarboxylate / benzene / 1.5 h / 23 °C 5: 326 mg / LiOH; Et3N / methanol; H2O / 2 h / 23 °C 6: 66 percent / Et3N / acetonitrile / 7 h / 23 °C View Scheme | |
| Multi-step reaction with 6 steps 1: benzophenone / 4 h / 0 °C / UV-irradiation 2: LiAlH4 / tetrahydrofuran / 4 h / 0 °C 3: 145 mg / HCl / tetrahydrofuran; H2O / 40 h / 23 °C / pH 2 - 3 4: 94 percent / 4-methylmorpholino-N-oxide; tetrapropylammonium perruthenate / CH2Cl2 / 0.17 h / 23 °C 5: 70 percent / NaBH4 / ethanol / 2.5 h / -18 °C 6: 66 percent / Et3N / acetonitrile / 7 h / 23 °C View Scheme |
- 81703-94-8
methyl (2Z)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]acrylate
- 253265-97-3
1-[[[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yloxy]carbonyl]oxy]pyrrolidine-2,5-dione
| Conditions | Yield |
|---|---|
| Multi-step reaction with 7 steps 1: 97 percent / H2SO4 / methanol / 2 h / 23 °C 2: benzophenone / 4 h / 0 °C / UV-irradiation 3: LiAlH4 / tetrahydrofuran / 4 h / 0 °C 4: 145 mg / HCl / tetrahydrofuran; H2O / 40 h / 23 °C / pH 2 - 3 5: triphenylphosphine; diisopropyl azodicarboxylate / benzene / 1.5 h / 23 °C 6: 326 mg / LiOH; Et3N / methanol; H2O / 2 h / 23 °C 7: 66 percent / Et3N / acetonitrile / 7 h / 23 °C View Scheme | |
| Multi-step reaction with 7 steps 1: 97 percent / H2SO4 / methanol / 2 h / 23 °C 2: benzophenone / 4 h / 0 °C / UV-irradiation 3: LiAlH4 / tetrahydrofuran / 4 h / 0 °C 4: 145 mg / HCl / tetrahydrofuran; H2O / 40 h / 23 °C / pH 2 - 3 5: 94 percent / 4-methylmorpholino-N-oxide; tetrapropylammonium perruthenate / CH2Cl2 / 0.17 h / 23 °C 6: 70 percent / NaBH4 / ethanol / 2.5 h / -18 °C 7: 66 percent / Et3N / acetonitrile / 7 h / 23 °C View Scheme |
- 140156-47-4
(4S,5S)-4-(1,3-dioxolan-2-yl)-5-hydroxymethyldihydrofuran-2-one
- 253265-97-3
1-[[[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yloxy]carbonyl]oxy]pyrrolidine-2,5-dione
| Conditions | Yield |
|---|---|
| Multi-step reaction with 5 steps 1: LiAlH4 / tetrahydrofuran / 4 h / 0 °C 2: 145 mg / HCl / tetrahydrofuran; H2O / 40 h / 23 °C / pH 2 - 3 3: triphenylphosphine; diisopropyl azodicarboxylate / benzene / 1.5 h / 23 °C 4: 326 mg / LiOH; Et3N / methanol; H2O / 2 h / 23 °C 5: 66 percent / Et3N / acetonitrile / 7 h / 23 °C View Scheme | |
| Multi-step reaction with 5 steps 1: LiAlH4 / tetrahydrofuran / 4 h / 0 °C 2: 145 mg / HCl / tetrahydrofuran; H2O / 40 h / 23 °C / pH 2 - 3 3: 94 percent / 4-methylmorpholino-N-oxide; tetrapropylammonium perruthenate / CH2Cl2 / 0.17 h / 23 °C 4: 70 percent / NaBH4 / ethanol / 2.5 h / -18 °C 5: 66 percent / Et3N / acetonitrile / 7 h / 23 °C View Scheme |
- 186488-54-0
(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl 4-nitrophenyl carbonate
- 253265-97-3
1-[[[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yloxy]carbonyl]oxy]pyrrolidine-2,5-dione
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 326 mg / LiOH; Et3N / methanol; H2O / 2 h / 23 °C 2: 66 percent / Et3N / acetonitrile / 7 h / 23 °C View Scheme |
- 809286-93-9
(3aR,6aR)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-3(2H)-one
- 253265-97-3
1-[[[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yloxy]carbonyl]oxy]pyrrolidine-2,5-dione
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 70 percent / NaBH4 / ethanol / 2.5 h / -18 °C 2: 66 percent / Et3N / acetonitrile / 7 h / 23 °C View Scheme |
- 252873-50-0
(3S,3aS,6aR)-3-hydroxyhexahydrofuro[2,3-b]furan
- 253265-97-3
1-[[[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yloxy]carbonyl]oxy]pyrrolidine-2,5-dione
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: triphenylphosphine; diisopropyl azodicarboxylate / benzene / 1.5 h / 23 °C 2: 326 mg / LiOH; Et3N / methanol; H2O / 2 h / 23 °C 3: 66 percent / Et3N / acetonitrile / 7 h / 23 °C View Scheme | |
| Multi-step reaction with 3 steps 1: 94 percent / 4-methylmorpholino-N-oxide; tetrapropylammonium perruthenate / CH2Cl2 / 0.17 h / 23 °C 2: 70 percent / NaBH4 / ethanol / 2.5 h / -18 °C 3: 66 percent / Et3N / acetonitrile / 7 h / 23 °C View Scheme |
- 681463-02-5
(S)-1-(benzyloxy)but-3-en-2-yl acrylate
- 253265-97-3
1-[[[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yloxy]carbonyl]oxy]pyrrolidine-2,5-dione
| Conditions | Yield |
|---|---|
| Multi-step reaction with 8 steps 1: 98 percent / second generation Grubb's catalyst / CH2Cl2 / 5 h / Heating 2: benzophenone / 9 h / 0 °C / UV-irradiation 3: 89 percent / H2 / Pd/C / methanol / 24 h / 23 °C 4: LiAlH4 / tetrahydrofuran / 4 h / 0 °C 5: 145 mg / HCl / tetrahydrofuran; H2O / 40 h / 23 °C / pH 2 - 3 6: triphenylphosphine; diisopropyl azodicarboxylate / benzene / 1.5 h / 23 °C 7: 326 mg / LiOH; Et3N / methanol; H2O / 2 h / 23 °C 8: 66 percent / Et3N / acetonitrile / 7 h / 23 °C View Scheme | |
| Multi-step reaction with 8 steps 1: 98 percent / second generation Grubb's catalyst / CH2Cl2 / 5 h / Heating 2: benzophenone / 9 h / 0 °C / UV-irradiation 3: 89 percent / H2 / Pd/C / methanol / 24 h / 23 °C 4: LiAlH4 / tetrahydrofuran / 4 h / 0 °C 5: 145 mg / HCl / tetrahydrofuran; H2O / 40 h / 23 °C / pH 2 - 3 6: 94 percent / 4-methylmorpholino-N-oxide; tetrapropylammonium perruthenate / CH2Cl2 / 0.17 h / 23 °C 7: 70 percent / NaBH4 / ethanol / 2.5 h / -18 °C 8: 66 percent / Et3N / acetonitrile / 7 h / 23 °C View Scheme |
Carbonic acid 2,5-dioxo-1-pyrrolidinyl [(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl] ester Chemical Properties
Molecule structure of [(3R,3aS,6aR)-Hydroxyhexahydrofuro[2,3-β]furanyl Succinimidyl Carbonate (CAS NO.253265-97-3):
Molecular Weight: 271.2234 g/mol
Molecular Formula: C11H13NO7
Density: 1.51 g/cm3
Boiling Point: 391.8 °C at 760 mmHg
Flash Point: 190.7 °C
Index of Refraction: 1.562
Molar Refractivity: 57.98 cm3
Molar Volume: 178.5 cm3
Polarizability: 22.98×10-24 cm3
Surface Tension: 61 dyne/cm
Enthalpy of Vaporization: 64.14 kJ/mol
Vapour Pressure: 2.41E-06 mmHg at 25 °C
InChI: InChI=1/C11H13NO7/c13-8-1-2-9(14)12(8)19-11(15)18-7-5-17-10-6(7)3-4-16-10/h6-7,10H,1-5H2/t6-,7-,10+/m0/s1
InChIKey: VCFNCYVHQSHFRH-MHYGZLNHBY
Product Categories: Chiral Reagents; Heterocycles; Intermediates
Carbonic acid 2,5-dioxo-1-pyrrolidinyl [(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl] ester Uses
[(3R,3aS,6aR)-Hydroxyhexahydrofuro[2,3-β]furanyl Succinimidyl Carbonate (CAS NO.253265-97-3) is used as darunavir intermediate.
Carbonic acid 2,5-dioxo-1-pyrrolidinyl [(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl] ester Specification
[(3R,3aS,6aR)-Hydroxyhexahydrofuro[2,3-β]furanyl Succinimidyl Carbonate (CAS NO.253265-97-3) is also named as 1-[[[[(3R,3aS,6aR)-Hexahydrofuro[2,3-β]furan-3-yl]oxy]carbonyl]oxy]-2,5-pyrrolidinedione ; Carbonic Acid 2,5-Dioxo-1-pyrrolidinyl [(3R,3aS,6aR)-Hexahydrofuro[2,3-β]furan-3-yl] Ester ; [(3R,3aS,6aR)-Hydroxyhexahydrofuro[2,3-b]furanyl Succinimidyl Carbonate ; 1-[[[[(3R,3aS,6aR)-Hexahydrofuro[2,3-b]furan-3-yl]oxy]carbonyl]oxy]-2,5-pyrrolidinedione;Carbonic Acid 2,5-Dioxo-1-pyrrolidinyl [(3R,3aS,6aR)-Hexahydrofuro[2,3-b]furan-3-yl] Ester . [(3R,3aS,6aR)-Hydroxyhexahydrofuro[2,3-β]furanyl Succinimidyl Carbonate (CAS NO.253265-97-3) is pale-yellow solid.
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