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C1CCC1Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | cyclobutane |
|---|---|
| IUPAC Name | — |
| CAS Number | 287-23-0 |
| Database ID | 9250 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
cyclobutane (CAS 287-23-0) 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 9250
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-d9d805de673b480d8e7927908e0e0f55Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-3f843624e6c04895ab0da7738ef6a413Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-10040018fedf4a63a56b118510661c85Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: This compound was prepared from methyl Z-2-(1-tert-butyloxycarbonyloxycyclobutyloxyimino)-2-(fur-2-yl)acetate as described in Preparation 7(b), m.p. 133°-134°. λmax (EtOH) 284 nm (ε15,900), νmax (Nujol) 3500-2100 (bonded OH), 1750 (CO2H), 1708 cm-1 (α,β-unsaturated --CO2R), τ(DMSO d6) 7.2-8.5 (cyclobutane), 2.1, 3.12, 3.33 (furyl), 6.09 (--CO2CH3). Yield 94%
Source ID: ord-fc50e413c5f44158aa00edf8c9c810f6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: This compound was prepared from Z-2-(1-tertbutyloxycarbonylcyclobutyloxyimino)-2-(fur-2-yl)acetic acid as described in Preparation 7(a). λmax (EtOH) 281.5 nm (ε17,000), νmax (Nujol) 1745 (--CO2R), 1723 cm-1 (α,β-unsaturated --CO2R), τ(DMSO d6) 8.59 (--C(Me)3), 7.3-8.4 (cyclobutane), 2.1, 3.15, 3.35 (furyl), 6.09 (--CO2CH3). Yield 98%.
Source ID: ord-aa2932c0775a463c85fbb81726d2ea24Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: This compound was prepared from Z-2-(1-tertbutyloxycarbonylcyclobutyloxyimino)-2-(fur-2-yl)acetic acid as described in Preparation 7(a). λmax (EtOH) 281.5 nm (ε17,000), νmax (Nujol) 1745 (--CO2R), 1723 cm-1 (α,β-unsaturated --CO2R), τ(DMSO d6) 8.59 (--C(Me)3), 7.3-8.4 (cyclobutane), 2.1, 3.15, 3.35 (furyl), 6.09 (--CO2CH3). Yield 98%.
Source ID: ord-aa2932c0775a463c85fbb81726d2ea24Conditions: temp:55.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a mixture of (1,1-dioxo-1λ6-thiomorpholin-4-yl)-[1-isopropyl-5-(piperidin-4-yloxy)-1H-indol-2-yl]-methanone (268 mg, 1.0 eq.) in acetic acid (115 mg, 3.0 eq.) was added a solution of cyclobutane (90 mg, 2.0 eq.) in tetrahydrofuran (8 mL). The mixture was stirred for 2 h at 55° C. Then the mixture was cooled to room temperature and sodium triacetoxyborohydride (279 mg, 2.0 eq.) was added. The reaction mixture was stirred overnight at 65° C. The residue was partitioned between water and ethyl acetate. The organic layer was washed with a sodium hydrogenocarbonate aqueous solution, dried over sodium sulfate, filtered and dried in vacuo. Then the residue was purified on silica eluting with a gradient of dichloromethane/methanol to yield 97 mg (32%) of the desired product as off-white oil. MS (m/e): 474.5 (MH+, 100%). Then the mixture was cooled to room temperature The reaction mixture was stirred overnight at 65° C The residue was partitioned between water and ethyl acetate The organic layer was washed with a sodium hydrogenocarbonate aqueous solution dried over sodium sulfate filtered dried in vacuo Then the residue was purified on silica eluting with a gradient of dichloromethane/methanol
Source ID: ord-0d7aca292b214bc9ad651dbd983c79f7Conditions: temp:55.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a mixture of (1,1-dioxo-1λ6-thiomorpholin-4-yl)-[1-isopropyl-5-(piperidin-4-yloxy)-1H-indol-2-yl]-methanone (268 mg, 1.0 eq.) in acetic acid (115 mg, 3.0 eq.) was added a solution of cyclobutane (90 mg, 2.0 eq.) in tetrahydrofuran (8 mL). The mixture was stirred for 2 h at 55° C. Then the mixture was cooled to room temperature and sodium triacetoxyborohydride (279 mg, 2.0 eq.) was added. The reaction mixture was stirred overnight at 65° C. The residue was partitioned between water and ethyl acetate. The organic layer was washed with a sodium hydrogenocarbonate aqueous solution, dried over sodium sulfate, filtered and dried in vacuo. Then the residue was purified on silica eluting with a gradient of dichloromethane/methanol to yield 97 mg (32%) of the desired product as off-white oil. MS (m/e): 474.5 (MH+, 100%). Then the mixture was cooled to room temperature The reaction mixture was stirred overnight at 65° C The residue was partitioned between water and ethyl acetate The organic layer was washed with a sodium hydrogenocarbonate aqueous solution dried over sodium sulfate filtered dried in vacuo Then the residue was purified on silica eluting with a gradient of dichloromethane/methanol
Source ID: ord-0d7aca292b214bc9ad651dbd983c79f7Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-d9d805de673b480d8e7927908e0e0f55Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: This compound was prepared from methyl Z-2-(1-tert-butyloxycarbonyloxycyclobutyloxyimino)-2-(fur-2-yl)acetate as described in Preparation 7(b), m.p. 133°-134°. λmax (EtOH) 284 nm (ε15,900), νmax (Nujol) 3500-2100 (bonded OH), 1750 (CO2H), 1708 cm-1 (α,β-unsaturated --CO2R), τ(DMSO d6) 7.2-8.5 (cyclobutane), 2.1, 3.12, 3.33 (furyl), 6.09 (--CO2CH3). Yield 94%
Source ID: ord-fc50e413c5f44158aa00edf8c9c810f6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: This compound was prepared from Z-2-(1-tertbutyloxycarbonylcyclobutyloxyimino)-2-(fur-2-yl)acetic acid as described in Preparation 7(a). λmax (EtOH) 281.5 nm (ε17,000), νmax (Nujol) 1745 (--CO2R), 1723 cm-1 (α,β-unsaturated --CO2R), τ(DMSO d6) 8.59 (--C(Me)3), 7.3-8.4 (cyclobutane), 2.1, 3.15, 3.35 (furyl), 6.09 (--CO2CH3). Yield 98%.
Source ID: ord-aa2932c0775a463c85fbb81726d2ea24Conditions: temp:55.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a mixture of (1,1-dioxo-1λ6-thiomorpholin-4-yl)-[1-isopropyl-5-(piperidin-4-yloxy)-1H-indol-2-yl]-methanone (268 mg, 1.0 eq.) in acetic acid (115 mg, 3.0 eq.) was added a solution of cyclobutane (90 mg, 2.0 eq.) in tetrahydrofuran (8 mL). The mixture was stirred for 2 h at 55° C. Then the mixture was cooled to room temperature and sodium triacetoxyborohydride (279 mg, 2.0 eq.) was added. The reaction mixture was stirred overnight at 65° C. The residue was partitioned between water and ethyl acetate. The organic layer was washed with a sodium hydrogenocarbonate aqueous solution, dried over sodium sulfate, filtered and dried in vacuo. Then the residue was purified on silica eluting with a gradient of dichloromethane/methanol to yield 97 mg (32%) of the desired product as off-white oil. MS (m/e): 474.5 (MH+, 100%). Then the mixture was cooled to room temperature The reaction mixture was stirred overnight at 65° C The residue was partitioned between water and ethyl acetate The organic layer was washed with a sodium hydrogenocarbonate aqueous solution dried over sodium sulfate filtered dried in vacuo Then the residue was purified on silica eluting with a gradient of dichloromethane/methanol
Source ID: ord-0d7aca292b214bc9ad651dbd983c79f7PubChem References
These sources are listed in the compound's public database record.
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