170853-04-0

Basic information

• Product Name: TERT-BUTYL 3-FORMYLBENZYLCARBAMATE
• Synonyms: 3-(AMINOMETHYL)BENZALDEHYDE, N-BOC PROTECTED;TERT-BUTYL 3-FORMYLBENZYLCARBAMATE;tert-butyl n-(3-formylbenzyl)carbamate;3-(Aminomethyl)benzaldehyde, N-BOC protected 90%;tert-butyl N-[(3-forMylphenyl)Methyl]carbaMate;tert-Butyl (3-formylbenzyl)carbamate, 3-Formylbenzylamine, N-BOC protected;3-(Aminomethyl)benzaldehyde,N-BOCprotected90%;N-Boc-3-formylbenzylamine
• CAS NO: 170853-04-0
• Molecular Formula: C₁₃H₁₇NO₃
• Molecular Weight: 235.28
• Mol File: 170853-04-0.mol
• Article Data: 7

Chemical Properties

• Melting Point: 59 °C
• Boiling Point: 382.9 °C at 760 mmHg
• Flash Point: 185.3 °C
• Appearance: /
• Density: 1.108g/cm³
• Vapor Pressure: 4.58E-06mmHg at 25°C
• Refractive Index: 1.538
• PKA: 12.00±0.46(Predicted)
• CAS DataBase Reference: TERT-BUTYL 3-FORMYLBENZYLCARBAMATE(CAS DataBase Reference)
• NIST Chemistry Reference: TERT-BUTYL 3-FORMYLBENZYLCARBAMATE(170853-04-0)
• EPA Substance Registry System: TERT-BUTYL 3-FORMYLBENZYLCARBAMATE(170853-04-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22-51
• Hazardous Substances Data: 170853-04-0(Hazardous Substances Data)

Usage

Description

TERT-BUTYL 3-FORMYLBENZYLCARBAMATE is a chemical compound composed of a tert-butyl group, a 3-formylbenzyl group, and a carbamate group. It is recognized for its unique reactivity and is commonly utilized as a reagent in organic synthesis, particularly for the modification of biomolecules and pharmaceuticals. Its ability to selectively modify specific functional groups in complex molecules has made it a subject of interest in the research community for its potential applications in the development of new drugs and materials.

Uses

Used in Organic Synthesis:
TERT-BUTYL 3-FORMYLBENZYLCARBAMATE is used as a reagent for the modification of biomolecules and pharmaceuticals, due to its selective ability to modify specific functional groups in complex molecules.
Used in Pharmaceutical Development:
In the pharmaceutical industry, TERT-BUTYL 3-FORMYLBENZYLCARBAMATE is used as a key component in the development of new drugs, leveraging its unique reactivity to create novel therapeutic agents.
Used in Material Science:
TERT-BUTYL 3-FORMYLBENZYLCARBAMATE is also utilized in material science for the development of new materials, given its potential to selectively modify functional groups, which can lead to the creation of advanced materials with specific properties.

InChI:InChI=1/C13H17NO3/c1-13(2,3)17-12(16)14-8-10-5-4-6-11(7-10)9-15/h4-7,9H,8H2,1-3H3,(H,14,16)

Upstream product

• 875582-81-3 tert-butyl [3-(1,3-dioxolan-2-yl)benzyl]carbamate 
• 875582-75-5 3-(1,3-dioxolan-2-yl)benzylamine 
• 24964-64-5 3-Cyanobenzaldehyde 
• 153329-04-5 3-(1,3-dioxolan-2-yl)-benzonitrile 
• 4394-85-8 4-morpholinecarboxaldehyde 
• 171663-13-1 t-butyl N-(3-bromobenzyl)carbamate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 39959-54-1 3-bromobenzylamine hydrochloride 
• 68-12-2 N,N-dimethyl-formamide 
• 180863-55-2 methyl 3-(((tert-butoxycarbonyl)amino)methyl)benzoate 
• 6515-58-8 3-bromomethylbenzoic acid 
• 99-04-7 m-Toluic acid 
• 1129-28-8 3-methoxycarbonylbenzyl bromide 
• 117445-22-4 3-(tert-butoxycarbonylamino-methyl)benzoic acid 

Downstream Products

• 478929-86-1 {3-[3-(4(S)-benzyl-2-oxooxazolidin-3-yl)-1(R)-hydroxy-2(S)-isopropoxy-3-oxopropyl]benzyl}carbamic acid t-butyl ester 
• 942948-10-9 (3-{6-bromo-7-[4-(thiazol-2-ylcarbamoylmethyl)-piperazin-1-yl]-3H-imidazo[4,5-b]pyridin-2-yl}-benzyl)-carbamic acid tert-butyl ester 
• 171662-97-8 3-[3-(tert-butoxycarbonylamino-methyl)-phenyl]-acrylic acid methyl ester 
• 1035095-37-4 tert-butyl N-(3-((3-(1H-indazol-5-ylamino)piperidin-1-yl)methyl)phenyl)methyl carbamate 

Relevant articles and documents

Discovery of Tetrahydroisoquinoline-Containing CXCR4 Antagonists with Improved in Vitro ADMET Properties

CXCR4 is a seven-transmembrane receptor expressed by hematopoietic stem cells and progeny, as well as by ≥48 different cancers types. CXCL12, the only chemokine ligand of CXCR4, is secreted within the tumor microenvironment, providing sanctuary for CXCR4+ tumor cells from immune surveillance and chemotherapeutic elimination by (1) stimulating prosurvival signaling and (2) recruiting CXCR4+ immunosuppressive leukocytes. Additionally, distant CXCL12-rich niches attract and support CXCR4+ metastatic growths. Accordingly, CXCR4 antagonists can potentially obstruct CXCR4-mediated prosurvival signaling, recondition the CXCR4+ leukocyte infiltrate from immunosuppressive to immunoreactive, and inhibit CXCR4+ cancer cell metastasis. Current small molecule CXCR4 antagonists suffer from poor oral bioavailability and off-target liabilities. Herein, we report a series of novel tetrahydroisoquinoline-containing CXCR4 antagonists designed to improve intestinal absorption and off-target profiles. Structure-activity relationships regarding CXCR4 potency, intestinal permeability, metabolic stability, and cytochrome P450 inhibition are presented.

HISTONE DEACETYLASE INHIBITORS

The disclosure provides compounds of formula I and methods for preparation thereof. The compounds act as inhibitor of histone deacetylase.

Synthesis of photoswitchable hemithioindigo-based ω-amino acids and application in Boc-based peptide assembly

Efficient procedures for the preparation of the N-Boc-protected aldehydes 5a and 5b are described which are valuable precursors for the synthesis of hemithioindigo-based ω-amino acids and peptides. Georg Thieme Verlag Stuttgart.