- Arylboration of Enecarbamates for the Synthesis of Borylated Saturated N-HeterocyclesBy Trammel, Grace L. et al, Angewandte Chemie, 2022, 61(46), e202212117
Cas no 2891846-26-5 (1,2-Pyrrolidinedicarboxylic acid, 5-[6-(4-morpholinyl)-3-pyridinyl]-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S,4R,5S)-)
2891846-26-5 structure
Product Name:1,2-Pyrrolidinedicarboxylic acid, 5-[6-(4-morpholinyl)-3-pyridinyl]-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S,4R,5S)-
CAS No:2891846-26-5
MF:C26H40BN3O7
MW:517.422707557678
CID:5688769
Update Time:2023-10-13
1,2-Pyrrolidinedicarboxylic acid, 5-[6-(4-morpholinyl)-3-pyridinyl]-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S,4R,5S)- Chemical and Physical Properties
Names and Identifiers
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- 1-(1,1-Dimethylethyl) 2-methyl (2S,4R,5S)-5-[6-(4-morpholinyl)-3-pyridinyl]-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-pyrrolidinedicarboxylate
- 1,2-Pyrrolidinedicarboxylic acid, 5-[6-(4-morpholinyl)-3-pyridinyl]-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S,4R,5S)-
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- Inchi: 1S/C26H40BN3O7/c1-24(2,3)35-23(32)30-19(22(31)33-8)15-18(27-36-25(4,5)26(6,7)37-27)21(30)17-9-10-20(28-16-17)29-11-13-34-14-12-29/h9-10,16,18-19,21H,11-15H2,1-8H3/t18-,19+,21-/m1/s1
- InChI Key: DNPJKPAJRVWTIS-SVFBPWRDSA-N
- SMILES: C(N1[C@@H](C[C@@H](B2OC(C)(C)C(C)(C)O2)[C@H]1C1=CN=C(N2CCOCC2)C=C1)C(=O)OC)(=O)OC(C)(C)C
1,2-Pyrrolidinedicarboxylic acid, 5-[6-(4-morpholinyl)-3-pyridinyl]-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S,4R,5S)- Production Method
Production Method 1
Reaction Conditions
1.1R:BHEt3- ?Li+, S:PhMe, -78°C; 1 h, -78°C
1.2R:EtN(Pr-i)2, R:O(C(=O)CF3)2, C:4-DMAP, -78°C → 25°C; 2 h, 25°C
1.3R:H2O, 25°C
2.1R:NaOBu-t, rt
2.2C:29046-78-4, S:THF, S:AcNMe2, rt → 0°C; 18 h, 2-10°C
2.3R:H2O
1.2R:EtN(Pr-i)2, R:O(C(=O)CF3)2, C:4-DMAP, -78°C → 25°C; 2 h, 25°C
1.3R:H2O, 25°C
2.1R:NaOBu-t, rt
2.2C:29046-78-4, S:THF, S:AcNMe2, rt → 0°C; 18 h, 2-10°C
2.3R:H2O
Reference
1,2-Pyrrolidinedicarboxylic acid, 5-[6-(4-morpholinyl)-3-pyridinyl]-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S,4R,5S)- Raw materials
- 4-(5-Bromopyridin-2-yl)morpholine
- 1-tert-butyl 2-methyl (2R)-5-oxopyrrolidine-1,2-dicarboxylate
- Bis(pinacolato)diborane
1,2-Pyrrolidinedicarboxylic acid, 5-[6-(4-morpholinyl)-3-pyridinyl]-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S,4R,5S)- Preparation Products
1,2-Pyrrolidinedicarboxylic acid, 5-[6-(4-morpholinyl)-3-pyridinyl]-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S,4R,5S)- Related Literature
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Mark D. Allendorf,Alauddin Ahmed,Tom Autrey,Jeffrey Camp,Eun Seon Cho,Maciej Haranczyk,Abhi Karkamkar,Di-Jia Liu,Katie R. Meihaus,Iffat H. Nayyar,Roman Nazarov,Donald J. Siegel,Vitalie Stavila,Jeffrey J. Urban,Srimukh Prasad Veccham,Brandon C. Wood Energy Environ. Sci., 2018,11, 2784-2812
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James D. Kirkham,Patrick M. Delaney,George J. Ellames,Eleanor C. Row,Joseph P. A. Harrity Chem. Commun., 2010,46, 5154-5156
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Stephen P. Fletcher,Richard B. C. Jagt,Ben L. Feringa Chem. Commun., 2007, 2578-2580
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Kaiyuan Huang,Wangkang Qiu,Meilian Ou,Xiaorui Liu,Zenan Liao,Sheng Chu RSC Adv., 2020,10, 18824-18829
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