144072-29-7

Basic information

• Product Name: BOC-4-AMINOBENZYLALCOHOL
• Synonyms: TERT-BUTYL 4-(HYDROXYMETHYL)PHENYLCARBAMATE;BOC-4-AMINOBENZYLALCOHOL;CarbaMic acid N-[4-(hydroxyMethyl)phenyl]-1,1-diMethyl ester;4-(Boc-aMino)benzyl alcohol;tert-butyl N-[4-(hydroxyMethyl)phenyl]carbaMate;4-benzyl alcohol;tert-Butyl (4-(hydroxymethyl)
• CAS NO: 144072-29-7
• Molecular Formula: C₁₂H₁₇NO₃
• Molecular Weight: 223.27
• Product Categories: CMLLYL
• Mol File: 144072-29-7.mol
• Article Data: 34

Chemical Properties

• Melting Point: 74-76 °C
• Boiling Point: 310.049 °C at 760 mmHg
• Flash Point: 141.313 °C
• Appearance: /
• Density: 1.161 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.565
• Storage Temp.: 2-8°C
• PKA: 13.66±0.70(Predicted)
• CAS DataBase Reference: BOC-4-AMINOBENZYLALCOHOL(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-4-AMINOBENZYLALCOHOL(144072-29-7)
• EPA Substance Registry System: BOC-4-AMINOBENZYLALCOHOL(144072-29-7)

Safety Data

• Hazardous Substances Data: 144072-29-7(Hazardous Substances Data)

Usage

General Description

BOC-4-aminobenzyl alcohol, also known as tert-butoxycarbonyl-4-aminobenzyl alcohol, is a chemical compound that is used as a building block in organic synthesis. It contains a benzene ring with an amino group and a hydroxyl group attached to it, as well as a tert-butoxycarbonyl (BOC) protecting group. BOC-4-AMINOBENZYLALCOHOL is commonly used in the pharmaceutical industry for the synthesis of various drugs and biologically active molecules. It is a versatile reagent that can be used in the preparation of a wide range of organic compounds, making it valuable in the field of medicinal chemistry and drug discovery.

InChI:InChI=1/C12H17NO3/c1-12(2,3)16-11(15)13-10-6-4-9(8-14)5-7-10/h4-7,14H,8H2,1-3H3,(H,13,15)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 150-13-0 4-amino-benzoic acid 
• 110969-44-3 4-tert-butyloxycarbonylaminobenzoic acid ethyl ester 
• 94-09-7 p-aminoethylbenzoate 
• 144072-30-0 4-((tert-butoxycarbonyl)amino)benzaldehyde 
• 66493-39-8 4-(N-tert-butoxycarbonyl)aminobenzoic acid 
• 1239374-04-9 tert-butyl 4-(hydroxymethyl)phenyl(3-perfluorooctylpropoxy)carbamate 
• 34619-03-9 tert-butyldicarbonate 
• 623-04-1 4-aminobenzenemethanol 

Downstream Products

• 866005-62-1 (4-isothiocyanatomethyl-phenyl)-carbamic acid tert-butyl ester 
• 1346771-64-9 C₁₇H₂₃N₃O₄S 
• 1346771-63-8 C₁₈H₂₃N₃O₄S 
• 1346771-62-7 C₁₇H₂₂ClN₃O₄S 
• 1346771-61-6 C₁₇H₂₂BrN₃O₄S 
• 220298-96-4 4‐(tert‐butoxycarbonylamino)benzylamine 
• 1338532-87-8 2-(para-aminophenyl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole 3-oxide 1-oxyl hydrochloric acid salt 
• 197964-92-4 2-(para-aminophenyl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole 3-oxide 1-oxyl 
• 942942-30-5 2-(para-(tert-butoxycarbonyl)aminophenyl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole 3-oxide 1-oxyl 
• 942942-29-2 2-(para-(tert-Butyloxylcarbonyl)aminophenyl)-1,3-dihydroxy-4,4,5,5-tetramethylimidazolidine 
• 1346127-75-0 C₂₂H₃₁N₃O₅S 
• 57295-14-4 tert-butyl 4-vinylphenylcarbamate 
• 916578-53-5 tert-butyl (4-(chloromethyl)phenyl)carbamate 
• 262440-00-6 4-aminobenzyl N-(4-(4-amino-7-tetrahydro-2H-4-pyranyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methoxyphenyl)carbamate 

Relevant articles and documents

Synthesis of rigid photoswitchable hemithioindigo ω-amino acids

The synthesis of novel N-Boc- and N-Fmoc protected hemithioindigo-based ω-amino acids is described. An approach to modulate the thermal stability of a hemithioindigo subunit is presented. Placing the amino-group in the stilbene part from the para- to meta

Methanesulfinylation of Benzyl Halides with Dimethyl Sulfoxide

A phenyltrimethylammonium tribromide-mediated nucleophilic substitution/oxygen transformation reaction of benzyl halides with DMSO has been developed. In this transition-metal-free reaction, DMSO acts as not only a solvent but also a "S(O)Me" source, thus providing a convenient method for the efficient and direct synthesis of various benzyl methyl sulfoxides.

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

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.