3-BOC-AMINO-2,6-DIOXOPIPERIDINE
- Product Name
- 3-BOC-AMINO-2,6-DIOXOPIPERIDINE
- CAS No.
- 31140-42-8
- Chemical Name
- 3-BOC-AMINO-2,6-DIOXOPIPERIDINE
- Synonyms
- (Lenalidomide Intermediate);Pomalidomide/lenalidomide INT I;3-BOC-AMINO-2,6-DIOXOPIPERIDINE;3-(Boc-amino)piperidine-2,6-dione;TERT-BUTYL 2,6-DIOXOPIPERIDIN-3-YLCARBAMATE;tert-butyl N-(2,6-dioxo-3-piperidyl)carbamate;tert-Butyl N-(2,6-dioxopiperidin-3-yl)carbamate;3-N-tert butoxycarbonylamino-2,6-dioxo piperidine;tert-Butyl 2,6-dioxopiperidin-3-ylcarbamate;2,6-Dioxo-3-piperidinecarbamic acid tert-butyl ester
- CBNumber
- CB2346065
- Molecular Formula
- C10H16N2O4
- Formula Weight
- 228.24
- MOL File
- 31140-42-8.mol
3-BOC-AMINO-2,6-DIOXOPIPERIDINE Property
- Melting point:
- 193.7-194.4 °C
- Boiling point:
- 423.0±34.0 °C(Predicted)
- Density
- 1.20
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- Chloroform (Slightly, Heated), DMF (Slightly), DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 10.78±0.20(Predicted)
- color
- White
N-Bromosuccinimide Price
- Product number
- OTV000814
- Product name
- tert-Butyl 2,6-dioxopiperidin-3-ylcarbamate
- Packaging
- 1g
- Price
- $216
- Updated
- 2025/07/31
- Product number
- B692395
- Product name
- tert-Butyl 2,6-dioxopiperidin-3-ylcarbamate
- Packaging
- 10g
- Price
- $1110
- Updated
- 2021/12/16
- Product number
- CHM0023395
- Product name
- 3-BOC-AMINO-2,6-DIOXOPIPERIDINE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $1188.5
- Updated
- 2021/12/16
- Product number
- CS-0036724
- Product name
- tert-ButylN-(2,6-dioxopiperidin-3-yl)carbamate
- Packaging
- 25g
- Price
- $1572
- Updated
- 2021/12/16
- Product number
- FB151965
- Product name
- 3-Boc-amino-2,6-dioxopiperidine
- Packaging
- 10g
- Price
- $1675
- Updated
- 2021/12/16
3-BOC-AMINO-2,6-DIOXOPIPERIDINE Chemical Properties,Usage,Production
Uses
tert-Butyl (2,6-Dioxopiperidin-3-yl)carbamate is an intermediate in the synthesis of Thalidomide-d4 (T338852), a labelled Thalidomide, which inhibits FGF-induced angiogenesis. Inhibits replication of human immunodeficiency virus type 1. Teratogenic sedative.
Synthesis
13726-85-7
31140-42-8
General procedure for the synthesis of 3-Boc-amino-2,6-dioxopiperidine from BOC-L-glutamine: N-(tert-butoxycarbonyl)-L-glutamine (4.92 g, 20 mmol) and carbonyldiimidazole (1.70 g, 10.5 mmol) were dissolved in tetrahydrofuran (100 mL) and heated to reflux for 9 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure to give the crude product. The crude product was recrystallized from hot ethyl acetate to afford the target compound 3-Boc-amino-2,6-dioxopiperidine (2.04 g, 45% yield) as white crystals. Melting point: 214-215 °C; 1H NMR (DMSO-d6) δ 4.22 (dd, J = 6.2 Hz, J = 11.0 Hz, 1H), 2.77-2.65 (m, 1H), 2.45 (m, 1H), 1.96-1.87 (m, 2H), 1.40 (s, 9H); mass spectrum (CI/CH4) m/z 227 [M-1 ]+.
References
[1] Organic Letters, 2003, vol. 5, # 16, p. 2865 - 2867
[2] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 21, p. 5819 - 5824
[3] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 2, p. 650 - 662
[4] Patent: WO2005/28436, 2005, A2. Location in patent: Page/Page column 30; 53
[5] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 21, p. 5260 - 5262
3-BOC-AMINO-2,6-DIOXOPIPERIDINE Preparation Products And Raw materials
Raw materials
Preparation Products
3-BOC-AMINO-2,6-DIOXOPIPERIDINE Suppliers
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- sales@carbosynth.com
- Country
- United Kingdom
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- 6005
- Advantage
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- United Kingdom
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View Lastest Price from 3-BOC-AMINO-2,6-DIOXOPIPERIDINE manufacturers
- Product
- 3-BOC-AMINO-2,6-DIOXOPIPERIDINE 31140-42-8
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20T
- Release date
- 2024-07-17
- Product
- 3-BOC-AMINO-2,6-DIOXOPIPERIDINE 31140-42-8
- Price
- US $8.80/KG
- Min. Order
- 1KG
- Purity
- 97%-99%
- Supply Ability
- 100kg
- Release date
- 2019-07-09