ChemicalBook > CAS DataBase List > 3-BOC-AMINO-2,6-DIOXOPIPERIDINE

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
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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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
OTV000814
Product name
tert-Butyl 2,6-dioxopiperidin-3-ylcarbamate
Packaging
1g
Price
$216
Updated
2025/07/31
TRC
Product number
B692395
Product name
tert-Butyl 2,6-dioxopiperidin-3-ylcarbamate
Packaging
10g
Price
$1110
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0023395
Product name
3-BOC-AMINO-2,6-DIOXOPIPERIDINE
Purity
95.00%
Packaging
1G
Price
$1188.5
Updated
2021/12/16
ChemScene
Product number
CS-0036724
Product name
tert-ButylN-(2,6-dioxopiperidin-3-yl)carbamate
Packaging
25g
Price
$1572
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB151965
Product name
3-Boc-amino-2,6-dioxopiperidine
Packaging
10g
Price
$1675
Updated
2021/12/16
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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

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3-BOC-AMINO-2,6-DIOXOPIPERIDINE Suppliers

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View Lastest Price from 3-BOC-AMINO-2,6-DIOXOPIPERIDINE manufacturers

Shaanxi Dideu Medichem Co. Ltd
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
Career Henan Chemical Co
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

31140-42-8, 3-BOC-AMINO-2,6-DIOXOPIPERIDINERelated Search:

2-Amino-3-nitrobenzoic acid 3-Aminophthalimide 3-Nitrophthalimide 3-Nitrophthalic anhydride 3-(HYDROXYMETHYL)-BENZOIC ACID 3-AMINOPHTHALIC ACID HYDROCHLORIDE 3-IODOPHTHALIC ACID 1-Methyl-3-nitrophthalate 3-Oxocyclopentanecarboxylic acid 3-HYDROXYPHTHALIC ANHYDRIDE 4-Hydroxyphthalic acid 3-AMINOPHTHALIC ACID Luminol 3-BOC-AMINO-2,6-DIOXOPIPERIDINE

  • TERT-BUTYL 2,6-DIOXOPIPERIDIN-3-YLCARBAMATE
  • 3-BOC-AMINO-2,6-DIOXOPIPERIDINE
  • CarbaMic acid, (2,6-dioxo-3-piperidinyl)-, 1,1-diMethylethyl ester
  • 2,6-Dioxo-3-piperidinecarbamic acid tert-butyl ester
  • tert-Butyl N-(2,6-dioxopiperidin-3-yl)carbamate
  • 1-amino-2,6-dioxo-3-piperidinecarboxylic acid tert-butyl ester
  • Pomalidomide/lenalidomide INT I
  • Carbamic acid, N-(2,6-dioxo-3-piperidinyl)-, 1,1-dimethylethyl ester
  • 1,1-Dimethylethyl N-(2,6-dioxo-3-piperidinyl)carbamate
  • tert-butyl N-(2,6-dioxo-3-piperidyl)carbamate
  • tert-Butyl N-(2,6-dioxopiperidin-3-yl)carbamate (Pomalidomide Impurity)
  • 3-(Boc-amino)piperidine-2,6-dione
  • 3-N-tert butoxycarbonylamino-2,6-dioxo piperidine
  • <i>tert</i>-Butyl 2,6-dioxopiperidin-3-ylcarbamate
  • (Lenalidomide Intermediate)
  • 31140-42-8
  • 31140-52-8
  • pharmacetical