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(4-FORMYL-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER, with the molecular formula C13H15NO3, is a white to off-white crystalline solid and a tert-butyl ester derivative of (4-formyl-phenyl)-carbamic acid. It has a molecular weight of 229.26 g/mol and is commonly used in chemical synthesis and pharmaceutical research.

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  • 144072-30-0 Structure
  • Basic information

    1. Product Name: (4-FORMYL-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER
    2. Synonyms: (4-FORMYL-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER;tert-Butyl (4-formylphenyl)carbamate;4-Aminobenzaldehyde, N-BOC protected;4-(Boc-aMino)benzaldehyde;tert-butyl N-(4-forMylphenyl)carbaMate
    3. CAS NO:144072-30-0
    4. Molecular Formula: C12H15NO3
    5. Molecular Weight: 221.25
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 144072-30-0.mol
  • Chemical Properties

    1. Melting Point: 138-142°C
    2. Boiling Point: 297.6°Cat760mmHg
    3. Flash Point: 133.8°C
    4. Appearance: /
    5. Density: 1.163g/cm3
    6. Vapor Pressure: 0.00133mmHg at 25°C
    7. Refractive Index: 1.575
    8. Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
    9. Solubility: N/A
    10. PKA: 13.39±0.70(Predicted)
    11. CAS DataBase Reference: (4-FORMYL-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER(CAS DataBase Reference)
    12. NIST Chemistry Reference: (4-FORMYL-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER(144072-30-0)
    13. EPA Substance Registry System: (4-FORMYL-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER(144072-30-0)
  • Safety Data

    1. Hazard Codes: Xi,Xn
    2. Statements: 22-43
    3. Safety Statements: 36/37
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 144072-30-0(Hazardous Substances Data)

144072-30-0 Usage

Uses

Used in Pharmaceutical Research:
(4-FORMYL-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER is used as an intermediate in the production of various pharmaceuticals. It plays a crucial role in the synthesis of active pharmaceutical ingredients, contributing to the development of new drugs and therapies.
Used in Agrochemicals:
(4-FORMYL-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER is also used as an intermediate in the production of agrochemicals. It aids in the synthesis of various agrochemical compounds, which are essential for crop protection and pest control in agriculture.
Safety Precautions:
It is important to handle and store (4-FORMYL-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER with proper safety precautions due to its potential hazards to human health and the environment. Appropriate measures should be taken to minimize exposure and ensure the safe use of this compound in research and industrial applications.

Check Digit Verification of cas no

The CAS Registry Mumber 144072-30-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,4,0,7 and 2 respectively; the second part has 2 digits, 3 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 144072-30:
(8*1)+(7*4)+(6*4)+(5*0)+(4*7)+(3*2)+(2*3)+(1*0)=100
100 % 10 = 0
So 144072-30-0 is a valid CAS Registry Number.
InChI:InChI=1/C12H15NO3/c1-12(2,3)16-11(15)13-10-6-4-9(8-14)5-7-10/h4-8H,1-3H3,(H,13,15)

144072-30-0 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Aldrich

  • (709689)  4-(Boc-amino)benzaldehyde  96%

  • 144072-30-0

  • 709689-250MG

  • 1,214.46CNY

  • Detail

144072-30-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name tert-Butyl 4-formylphenylcarbamate

1.2 Other means of identification

Product number -
Other names tert-butyl N-(4-formylphenyl)carbamate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:144072-30-0 SDS

144072-30-0Relevant articles and documents

NON-ATP/CATALYTIC SITE P38 MITOGEN ACTIVATED PROTEIN KINASE INHIBITORS

-

, (2021/09/17)

Compounds that inhibit p38a MAPK protein, and methods of using the same, are provided for treating or preventing diseases such as cancer or inflammatory diseases.

4CzIPN catalyzed photochemical oxidation of benzylic alcohols

Zhang, Heng,Guo, Tianyun,Wu, Mingzhong,Huo, Xing,Tang, Shouchu,Wang, Xiaolei,Liu, Jian

supporting information, (2021/02/20)

A green photoredox oxidation of benzylic primary and secondary alcohols to aldehydes and ketones with air as an oxidant was reported. The oxidation shows broad substrate scope and excellent selectivity over benzylic alcohols to the aliphatic alcohols. Further mechanistic studies revealed a quinuclidine mediated HAT process, and blue LEDs promoted 4CzlPN (1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene) photoredox cycle were involved in our oxidation.

NON-ATP/CATALYTIC SITE p38 MITOGEN ACTIVATED PROTEIN KINASE INHIBITORS

-

, (2020/07/04)

Compounds that inhibit p38α MAPK protein, and methods of using the same, are provided for treating or preventing diseases such as cancer or inflammatory diseases.

2-phenylchroman-4-one derivatives and antiviral composition comprising the same

-

Paragraph 0067; 0152-0156, (2020/09/10)

The present invention relates to a 2-phenylchroman-4-one derivative or a pharmaceutically acceptable salt thereof, a method for manufacturing the same, and a therapeutic agent for MERS containing the same as an active component. A compound containing the

Synthesis of Nitrogen-Containing Goniothalamin Analogues with Higher Cytotoxic Activity and Selectivity against Cancer Cells

Meirelles, Matheus A.,Braga, Carolyne B.,Ornelas, Catia,Pilli, Ronaldo A.

supporting information, p. 1403 - 1417 (2019/08/01)

Two series of racemic goniothalamin analogues displaying nitrogen-containing groups were designed and synthesized. A total of 19 novel analogues were evaluated against a panel of four different cancer cell lines, along with the normal prostate cell line PNT2 to determine their selectivity. Among them, goniothalamin chloroacrylamide 13 e displayed the lowest IC50 values for both MCF-7 (0.5 μm) and PC3 (0.3 μm) cells, about 26-fold more potent than goniothalamin (1). Besides its higher potency, compound 13 e also displayed much higher selectivity than goniothalamin. In contrast, goniothalamin isobutyramide 13 c was the most potent analogue against Caco-2 cells (IC50=0.8 μm), about 10-fold more potent and 17-fold more selective than 1. These results reveal the potential of compounds 13 c and 13 e for further in vivo studies, representing the first goniothalamin analogues with IC50 values in the low micromolar range and high selectivity against MCF-7, Caco-2, and PC3 cancer cell lines.

Chemoselective Reduction of Sterically Demanding N,N-Diisopropylamides to Aldehydes

Xiao, Peihong,Tang, Zhixing,Wang, Kai,Chen, Hua,Guo, Qianyou,Chu, Yang,Gao, Lu,Song, Zhenlei

, p. 1687 - 1700 (2018/02/23)

A sequential one-pot process for chemoselectively reducing sterically demanding N,N-diisopropylamides to aldehydes has been developed. In this reaction, amides are activated with EtOTf to form imidates, which are reduced with LiAlH(OR)3 [R = t-Bu, Et] to give aldehydes by hydrolysis of the resulting hemiaminals. The non-nucleophilic base 2,6-DTBMP remarkably improves reaction efficiency. The combination of EtOTf/2,6-DTBMP and LiAlH(O-t-Bu)3 was found to be optimal for reducing alkyl, alkenyl, alkynyl, and 2-monosubstituted aryl N,N-diisopropylamides. In contrast, EtOTf and LiAlH(OEt)3 in the absence of base were found to be optimal for reducing extremely sterically demanding 2,6-disubstituted N,N-diisopropylbenzamides. The reaction tolerates various reducible functional groups, including aldehyde and ketone. 1H NMR studies confirmed the formation of imidates stable in water. The synthetic usefulness of this methodology was demonstrated with N,N-diisopropylamide-directed ortho-metalation and C-H bond activation.

Electrochemical Dimerization of Phenylpropenoids and the Surprising Antioxidant Activity of the Resultant Quinone Methide Dimers

Romero, Kevin J.,Galliher, Matthew S.,Raycroft, Mark A. R.,Chauvin, Jean-Philippe R.,Bosque, Irene,Pratt, Derek A.,Stephenson, Corey R. J.

, p. 17125 - 17129 (2018/12/04)

A simple method for the dimerization of phenylpropenoid derivatives is reported. It leverages electrochemical oxidation of p-unsaturated phenols to access the dimeric materials in a biomimetic fashion. The mild nature of the transformation provides excellent functional group tolerance, resulting in a unified approach for the synthesis of a range of natural products and related analogues with excellent regiocontrol. The operational simplicity of the method allows for greater efficiency in the synthesis of complex natural products. Interestingly, the quinone methide dimer intermediates are potent radical-trapping antioxidants; more so than the phenols from which they are derived—or transformed to—despite the fact that they do not possess a labile H-atom for transfer to the peroxyl radicals that propagate autoxidation.

Optimization and biological evaluation of 2-aminobenzothiazole derivatives as Aurora B kinase inhibitors

Lee, Eun,An, Ying,Kwon, Junhee,Kim, Keun Il,Jeon, Raok

, p. 3614 - 3622 (2017/06/13)

A strong relationship between abnormal functions of Aurora kinases and tumorigenesis has been reported for decades. Consequently, Aurora kinases serve as potential targets for anticancer agents. Here, we identified aminobenzothiazole derivatives as novel inhibitors of Aurora B kinase through bioisosteric replacement of the previous inhibitors, aminobenzoxazole derivatives. Most of the urea-linked aminobenzothiazole derivatives showed potent and selective inhibitory activity against Aurora B kinase over Aurora A kinase. Molecular modeling indicated that compound 15g bound well to the active site of Aurora B kinase and formed the essential hydrogen bonds. The potent compounds, 15g and 15k, were selected, and their biological effects were evaluated using HeLa cell lines. It was found that these compounds inhibited the phosphorylation of histone H3 at Ser10 and induced G2/M cell cycle arrest. We suggest that the reported compounds have the potential to be further developed as anticancer therapeutics.

Fluorescent probe used for detecting carboxylesterase and preparation method and application thereof

-

Paragraph 0066; 0068; 0078; 0085, (2017/08/28)

The invention belongs to the technical field of analysis and detection, and discloses a fluorescent probe used for detecting carboxylesterase and a preparation method and an application thereof. The fluorescent probe is 2-{2-[4-(4'-benzyl acetate benzyloxy-formamido)-styryl]-4H-benzopyran-4-yl}-malononitrile, and has a structural formula in a formula (I). and the fluorescent probe is used for detecting carboxylesterase. Compared with the current detection technique of fluorescence, the fluorescent probe has high selective response for carboxylesterase, strong anti-interference performance, and effective and visual detection mode, low investment cost, and simple synthesis route and method, and is suitable for enlarge production and practical application.

Simple and Efficient Ruthenium-Catalyzed Oxidation of Primary Alcohols with Molecular Oxygen

Ray, Ritwika,Chandra, Shubhadeep,Maiti, Debabrata,Lahiri, Goutam Kumar

supporting information, p. 8814 - 8822 (2016/07/06)

Oxidative transformations utilizing molecular oxygen (O2) as the stoichiometric oxidant are of paramount importance in organic synthesis from ecological and economical perspectives. Alcohol oxidation reactions that employ O2are scarce in homogeneous catalysis and the efficacy of such systems has been constrained by limited substrate scope (most involve secondary alcohol oxidation) or practical factors, such as the need for an excess of base or an additive. Catalytic systems employing O2as the “primary” oxidant, in the absence of any additive, are rare. A solution to this longstanding issue is offered by the development of an efficient ruthenium-catalyzed oxidation protocol, which enables smooth oxidation of a wide variety of primary, as well as secondary benzylic, allylic, heterocyclic, and aliphatic, alcohols with molecular oxygen as the primary oxidant and without any base or hydrogen- or electron-transfer agents. Most importantly, a high degree of selectivity during alcohol oxidation has been predicted for complex settings. Preliminary mechanistic studies including18O labeling established the in situ formation of an oxo–ruthenium intermediate as the active catalytic species in the cycle and involvement of a two-electron hydride transfer in the rate-limiting step.

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