117460-98-7

Basic information

• Product Name: 2-tert-ButyldiMethylsilyloxy-1,1-diMethylethylaMine
• Synonyms: 2-tert-ButyldiMethylsilyloxy-1,1-diMethylethylaMine
• CAS NO: 117460-98-7
• Molecular Formula: C₁₀H₂₅NOSi
• Molecular Weight: 203.3971
• Product Categories: Amines, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 117460-98-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 211.6±13.0 °C(Predicted)
• Appearance: /
• Density: 0.849±0.06 g/cm3(Predicted)
• Solubility: DCM, Ethyl Acetate
• PKA: 9.94±0.10(Predicted)
• CAS DataBase Reference: 2-tert-ButyldiMethylsilyloxy-1,1-diMethylethylaMine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-tert-ButyldiMethylsilyloxy-1,1-diMethylethylaMine(117460-98-7)
• EPA Substance Registry System: 2-tert-ButyldiMethylsilyloxy-1,1-diMethylethylaMine(117460-98-7)

Safety Data

• Hazardous Substances Data: 117460-98-7(Hazardous Substances Data)

Usage

Description

2-tert-Butyldimethylsilyloxy-1,1-dimethylethylamine is an organic compound that serves as a crucial intermediate in the synthesis of various pharmaceuticals. It is characterized by its unique structure, which includes a tert-butyl group, a dimethylsilyloxy group, and a dimethylethylamine moiety. 2-tert-ButyldiMethylsilyloxy-1,1-diMethylethylaMine plays a significant role in the development of medications, particularly in the synthesis of Timolol, an antihypertensive agent.

Uses

Used in Pharmaceutical Industry:
2-tert-Butyldimethylsilyloxy-1,1-dimethylethylamine is used as a key intermediate in the synthesis of Timolol (T443705), an antihypertensive agent. It contributes to the development of medications that help regulate blood pressure and manage hypertension, providing a valuable contribution to the healthcare sector.
In the synthesis of Timolol, 2-tert-Butyldimethylsilyloxy-1,1-dimethylethylamine plays a critical role in the formation of the final product, which is an effective treatment for high blood pressure. Its unique structure allows for specific chemical reactions that are essential for the production of Timolol, making it an indispensable component in the pharmaceutical manufacturing process.

Upstream product

• 124-68-5 2-Amino-2-methyl-1-propanol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 69739-34-0 t-butyldimethylsiyl triflate 

Downstream Products

• 1334232-82-4 N-(1-(tert-butyldimethylsilyloxy)-2-methylpropan-2-yl)-4-methoxyaniline 

Relevant articles and documents

How intramolecular hydrogen bonding (IHB) controls the C-ON bond homolysis in alkoxyamines

Recent amazing results (Nkolo et al., Org. Biomol. Chem., 2017, 6167) on the effect of solvents and polarity on the C-ON bond homolysis rate constants kd of alkoxyamine R1R2NOR3 led us to re-investigate the antagonistic effect of intramolecular hydrogen-bonding (IHB) on kd. Here, IHB is investigated both in the nitroxyl fragment R1R2NO and in the alkyl fragment R3, as well as between fragments, that is, the donating group on the alkyl fragment and the accepting group on the nitroxyl fragment, and conversely. It appears that IHB between fragments (inter IHB) strikingly decreases the homolysis rate constant kd, whereas IHB within the fragment (intra IHB) moderately increases kd. For one alkoxyamine, the simultaneous occurrence of IHB within the nitroxyl fragment and between fragments is reported. The protonation effect is weaker in the presence than in the absence of IHB. A moderate solvent effect is also observed.

TRICYCLIC LACTAMS FOR USE IN THE PROTECTION OF NORMAL CELLS DURING CHEMOTHERAPY

This invention is in the area of tricyclic lactam compounds, compositions and methods of protecting healthy cells, and in particular hematopoietic stem and progenitor cells (HSPC) as well as renal cells, from damage associated with DNA damaging chemotherapeutic agents. In one aspect, protection of healthy cells is disclosed using compounds that act as cyclin-dependent kinase 4/6 (CDK 4/6) inhibitors when administered to subjects undergoing DNA damaging chemotherapeutic regimens for the treatment of proliferative disorders.

Titanium-mediated amination of Grignard reagents using primary and secondary amines

Make it, then break it: N-chlorosuccinimide (NCS) was employed as the oxidant in the synthesis of aniline derivatives using the title transformation (see scheme). Functionalization was well tolerated on both the amine and Grignard reagent. An androgen receptor agonist and several analogues were synthesized to demonstrate the utility of this method.