- A novel tert-butoxycarbonylation reagent: 1-tert-butoxy-2-tert-butoxycarbonyl-1,2-dihydroisoquinoline (BBDI)Saito, Yukako; Ouchi, Hidekazu; Takahata, Hiroki, Tetrahedron, 2006, 62(50), 11599-11607
Cas no 95932-39-1 (4-aminophenyl tert-butyl carbonate)
4-Aminophenyl tert-butyl carbonate is a protected aniline derivative widely used in organic synthesis and pharmaceutical applications. Its key advantage lies in the tert-butyl carbonate (Boc) group, which serves as a robust protecting group for the amine functionality, enabling selective reactions at other sites of the molecule. The Boc group is stable under a variety of conditions but can be readily removed under mild acidic conditions, offering excellent control in multi-step syntheses. This compound is particularly valuable in peptide chemistry and the preparation of intermediates for drug development, where precise amine protection and deprotection are critical. Its high purity and stability make it a reliable choice for research and industrial applications.
95932-39-1 structure
Product Name:4-aminophenyl tert-butyl carbonate
CAS No:95932-39-1
MF:C11H15NO3
MW:209.241703271866
CID:751626
Update Time:2025-05-20
4-aminophenyl tert-butyl carbonate Chemical and Physical Properties
Names and Identifiers
-
- Carbonic acid, 4-aminophenyl 1,1-dimethylethyl ester
- (4-aminophenyl) tert-butyl carbonate
- 4-Aminophenyl 1,1-dimethylethyl carbonate (ACI)
- p-[(tert-Butoxycarbonyl)oxy]aniline
- 4-aminophenyl tert-butyl carbonate
-
- Inchi: 1S/C11H15NO3/c1-11(2,3)15-10(13)14-9-6-4-8(12)5-7-9/h4-7H,12H2,1-3H3
- InChI Key: CDNPVHFIIFBSNH-UHFFFAOYSA-N
- SMILES: O=C(OC(C)(C)C)OC1C=CC(N)=CC=1
4-aminophenyl tert-butyl carbonate Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| TRC | A621253-25mg |
4-aminophenyl tert-butyl carbonate |
95932-39-1 | 25mg |
$ 50.00 | 2022-06-07 | ||
| TRC | A621253-50mg |
4-aminophenyl tert-butyl carbonate |
95932-39-1 | 50mg |
$ 70.00 | 2022-06-07 | ||
| TRC | A621253-250mg |
4-aminophenyl tert-butyl carbonate |
95932-39-1 | 250mg |
$ 275.00 | 2022-06-07 | ||
| Enamine | EN300-70109-0.05g |
4-aminophenyl tert-butyl carbonate |
95932-39-1 | 95.0% | 0.05g |
$53.0 | 2025-02-20 | |
| Enamine | EN300-70109-0.1g |
4-aminophenyl tert-butyl carbonate |
95932-39-1 | 95.0% | 0.1g |
$83.0 | 2025-02-20 | |
| Enamine | EN300-70109-0.25g |
4-aminophenyl tert-butyl carbonate |
95932-39-1 | 95.0% | 0.25g |
$116.0 | 2025-02-20 | |
| Enamine | EN300-70109-0.5g |
4-aminophenyl tert-butyl carbonate |
95932-39-1 | 95.0% | 0.5g |
$218.0 | 2025-02-20 | |
| Enamine | EN300-70109-1.0g |
4-aminophenyl tert-butyl carbonate |
95932-39-1 | 95.0% | 1.0g |
$314.0 | 2025-02-20 | |
| Enamine | EN300-70109-2.5g |
4-aminophenyl tert-butyl carbonate |
95932-39-1 | 95.0% | 2.5g |
$614.0 | 2025-02-20 | |
| Enamine | EN300-70109-5.0g |
4-aminophenyl tert-butyl carbonate |
95932-39-1 | 95.0% | 5.0g |
$908.0 | 2025-02-20 |
4-aminophenyl tert-butyl carbonate Production Method
Production Method 1
Reaction Conditions
1.1 Solvents: Benzene ; 8 h, reflux
Reference
Production Method 2
Reaction Conditions
1.1 Reagents: Sodium hydroxide Catalysts: Tetrabutylammonium hydrogen sulfate Solvents: Dichloromethane , Water
Reference
- Phase transfer catalysis in the tert-butyloxycarbonylation of alcohols, phenols, enols, and thiols with di-tert-butyl dicarbonateHoulihan, F.; Bouchard, F.; Frechet, J. M. J.; Willson, C. G., Canadian Journal of Chemistry, 1985, 63(1), 153-62
Production Method 3
Reaction Conditions
1.1 Solvents: Benzene ; reflux
Reference
- 2(1H)-Isoquinolinecarboxylic acid, 1-(1,1-dimethylethoxy)-1,1-dimethylethyl esterSaito, Yukako; Takahata, Hiroki, e-EROS Encyclopedia of Reagents for Organic Synthesis, 2009, 1, 1-2
Production Method 4
Reaction Conditions
1.1 Solvents: Benzene
Reference
- 1-tert-Butoxy-2-tert-butoxycarbonyl-1,2-dihydroisoquinoline: A Novel and Chemoselective tert-Butoxycarbonylation ReagentOuchi, Hidekazu; Saito, Yukako; Yamamoto, Yutaka; Takahata, Hiroki, Organic Letters, 2002, 4(4), 585-587
Production Method 5
Reaction Conditions
1.1 Reagents: 4-(Dimethylamino)pyridine Solvents: Dichloromethane ; 10 h, rt
1.2 Reagents: Water ; rt
1.3 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 1 d, rt
1.2 Reagents: Water ; rt
1.3 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 1 d, rt
Reference
- Preparation of tricyclic compounds as PARP inhibitors, World Intellectual Property Organization, , ,
Production Method 6
Reaction Conditions
1.1 Solvents: Benzene ; reflux
Reference
- 2(1H)-Isoquinolinecarboxylic Acid, 1-(1,1-Dimethylethoxy)-1,1-dimethylethyl EsterSaito, Yukako; Takahata, Hiroki, e-EROS Encyclopedia of Reagents for Organic Synthesis, 2007, ,
Production Method 7
Reaction Conditions
Reference
- Preparation of cephalosporin derivatives for use as antibacterial agents, European Patent Organization, , ,
4-aminophenyl tert-butyl carbonate Raw materials
- Di-tert-butyl dicarbonate
- 2(1H)-Isoquinolinecarboxylicacid, 1-(1,1-dimethylethoxy)-, 1,1-dimethylethyl ester
4-aminophenyl tert-butyl carbonate Preparation Products
4-aminophenyl tert-butyl carbonate Related Literature
-
David White,Sean R. Stowell Biomater. Sci., 2017,5, 463-474
-
Hongxia Li,Aikifa Raza,Qiaoyu Ge,Jin-You Lu,TieJun Zhang Soft Matter, 2020,16, 6841-6849
-
Bin Han,Yasuo Shimizu,Gabriele Seguini,Celia Castro,Gérard Ben Assayag,Koji Inoue,Yasuyoshi Nagai,Sylvie Schamm-Chardon,Michele Perego RSC Adv., 2016,6, 3617-3622
-
Abdelaziz Houmam,Emad M. Hamed Chem. Commun., 2012,48, 11328-11330
-
Yaling Zhang,Chunhui Dai,Shiwei Zhou,Bin Liu Chem. Commun., 2018,54, 10092-10095
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