Reaction #4162506
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-b8a584825faa4f5f870bd23dd72a3010No renderable structure data available
CCOC(=O)N1CC2CCNC2C1Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | ethyl 2,3,3a,4,6,6a-hexahydro-1H-pyrrolo[2,3-c]pyrrole-5-carboxylate |
|---|---|
| IUPAC Name | — |
| CAS Number | 132414-79-0 |
| Database ID | 19100952 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
ethyl 2,3,3a,4,6,6a-hexahydro-1H-pyrrolo[2,3-c]pyrrole-5-carboxylate (CAS 132414-79-0) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 19100952
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-b8a584825faa4f5f870bd23dd72a3010Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-b8a584825faa4f5f870bd23dd72a3010Conditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 5% palladium hydroxide on activated carbon (13.9 g, 50% w/w in water) was added to a pressure reactor. The product of Example A3 (as 506.8 g of a 25.9 wt % solution of ethyl 1-((R)-1-phenylethyl)hexahydropyrrolo[2,3-c]pyrrole-5(1H)-carboxylate (131.3 g) in MeOH was added, followed by a MeOH rinse (37 g). The mixture was heated to 50° C. under an atmosphere of hydrogen (40 psi) for 4 hours. The mixture was filtered through HYFLO Filter Aid (HYFLO is a registered trademark of Celite Products Company of Los Angeles, Calif.) and rinsed with 200 mL of MeOH to provide a solution containing 78.9 g of the title compound. rinse (37 g) The mixture was filtered through HYFLO Filter Aid (HYFLO ) and rinsed with 200 mL of MeOH to provide a solution
Source ID: ord-69b989b0f3ba442aa7dc339b3fea448cConditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 5% palladium hydroxide on activated carbon (13.9 g, 50% w/w in water) was added to a pressure reactor. The product of Example A3 (as 506.8 g of a 25.9 wt % solution of ethyl 1-((R)-1-phenylethyl)hexahydropyrrolo[2,3-c]pyrrole-5(1H)-carboxylate (131.3 g) in MeOH was added, followed by a MeOH rinse (37 g). The mixture was heated to 50° C. under an atmosphere of hydrogen (40 psi) for 4 hours. The mixture was filtered through HYFLO Filter Aid (HYFLO is a registered trademark of Celite Products Company of Los Angeles, Calif.) and rinsed with 200 mL of MeOH to provide a solution containing 78.9 g of the title compound. rinse (37 g) The mixture was filtered through HYFLO Filter Aid (HYFLO ) and rinsed with 200 mL of MeOH to provide a solution
Source ID: ord-69b989b0f3ba442aa7dc339b3fea448cConditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 5% Palladium hydroxide on activated carbon (13.9 g, 50% w/w in water) was added to a pressure reactor. The product of Example A3 (as 506.8 g of a 25.9 wt % solution of ethyl 1-((R)-1-phenylethyl)hexahydropyrrolo[2,3-c]pyrrole-5(1H)-carboxylate (131.3 g) in MeOH) was added, followed by a methanol rinse (37 g). The mixture was heated to 50° C. under an atmosphere of hydrogen (40 psi) for 4 hours. The mixture was filtered through Hyflo® Filter Aid and rinsed with 200 mL of MeOH to provide a solution containing 78.9 g of the title compound. rinse (37 g) The mixture was filtered through Hyflo® Filter Aid rinsed with 200 mL of MeOH to provide a solution
Source ID: ord-1ffd651d5e484a56ba3b0fcbeba5233bConditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 5% Palladium hydroxide on activated carbon (13.9 g, 50% w/w in water) was added to a pressure reactor. The product of Example A3 (as 506.8 g of a 25.9 wt % solution of ethyl 1-((R)-1-phenylethyl)hexahydropyrrolo[2,3-c]pyrrole-5(1H)-carboxylate (131.3 g) in MeOH) was added, followed by a methanol rinse (37 g). The mixture was heated to 50° C. under an atmosphere of hydrogen (40 psi) for 4 hours. The mixture was filtered through Hyflo® Filter Aid and rinsed with 200 mL of MeOH to provide a solution containing 78.9 g of the title compound. rinse (37 g) The mixture was filtered through Hyflo® Filter Aid rinsed with 200 mL of MeOH to provide a solution
Source ID: ord-1ffd651d5e484a56ba3b0fcbeba5233bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 21.2 g (77.3 mmol) of ethyl 2-benzyl-2,7-diazabicyclo[3.3.0]octane-7-carboxylate (Example Ae) in 400 ml of ethanol are hydrogenated on 3 g of palladium/active carbon (10% Pd) at 100° C. and 100 bar. The catalyst is filtered off, the filtrate is concentrated, and the residue is distilled. The catalyst is filtered off the filtrate is concentrated the residue is distilled
Source ID: ord-27f4dff4da604a05ab4932515d2d704cConditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 5% Palladium hydroxide on activated carbon (13.9 g, 50% w/w in water) was added to a pressure reactor. The product of Example A3 (as 506.8 g of a 25.9 wt % solution of ethyl 1-((R)-1-phenylethyl)hexahydropyrrolo[2,3-c]pyrrole-5(1H)-carboxylate (131.3 g) in MeOH) was added, followed by a methanol rinse (37 g). The mixture was heated to 50° C. under an atmosphere of hydrogen (40 psi) for 4 hours. The mixture was filtered through Hyflo® Filter Aid and rinsed with 200 mL of MeOH to provide a solution containing 78.9 g of the title compound. rinse (37 g) The mixture was filtered through Hyflo® Filter Aid rinsed with 200 mL of MeOH to provide a solution
Source ID: ord-e0b03a46978945589b7d7743c26e18adConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 21.2 g (77.3 mmol) of ethyl 2-benzyl-2,7-diazabicyclo [3.3.0]octane-7-carboxylate in 400 ml of ethanol are hydrogenated at 100° C. and 100 bar on 3 g of palladium-active carbon (10% Pd). The catalyst is filtered off, the filtrate is concentrated and the residue is distilled. are hydrogenated at 100° C. The catalyst is filtered off the filtrate is concentrated the residue is distilled
Source ID: ord-87f132614fd449179cd37f86380cbc3fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 21.2 g (77.3 mmol) of ethyl 2-benzyl-2,7-diazabicyclo[3.3.0]octane-7-carboxylate (Example Ae) in 400 ml of ethanol are hydrogenated on 3 g of palladium/active carbon (10% Pd) at 100° C. and 100 bar. The catalyst is filtered off, the filtrate is concentrated, and the residue is distilled. The catalyst is filtered off the filtrate is concentrated the residue is distilled
Source ID: ord-28273d2cd9944dcaa351f75aecb76743Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 21.2 g (77.3 mmol) of ethyl 2-benzyl-2,7-diazabicyclo[3.3.0]octane-7-carboxylate in 400 ml of ethanol are hydrogenated at 100° C. and 100 bar on 3 g of palladium-active carbon (10% Pd). The catalyst is filtered off, the filtrate is concentrated and the residue is distilled. are hydrogenated at 100° C. The catalyst is filtered off the filtrate is concentrated the residue is distilled
Source ID: ord-7dc23fef01214bb083ee94662063540dConditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 5% palladium hydroxide on activated carbon (13.9 g, 50% w/w in water) was added to a pressure reactor. The product of Example A3 (as 506.8 g of a 25.9 wt % solution of ethyl 1-((R)-1-phenylethyl)hexahydropyrrolo[2,3-c]pyrrole-5(1H)-carboxylate (131.3 g) in MeOH was added, followed by a MeOH rinse (37 g). The mixture was heated to 50° C. under an atmosphere of hydrogen (40 psi) for 4 hours. The mixture was filtered through HYFLO Filter Aid (HYFLO is a registered trademark of Celite Products Company of Los Angeles, Calif.) and rinsed with 200 mL of MeOH to provide a solution containing 78.9 g of the title compound. rinse (37 g) The mixture was filtered through HYFLO Filter Aid (HYFLO ) and rinsed with 200 mL of MeOH to provide a solution
Source ID: ord-69b989b0f3ba442aa7dc339b3fea448cPubChem References
These sources are listed in the compound's public database record.
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