(3-Bromopropoxy)-tert-butyldimethylsilane

Base Information

• Chemical Name: (3-Bromopropoxy)-tert-butyldimethylsilane
• CAS No.: 89031-84-5
• Molecular Formula: C9H21BrOSi
• Molecular Weight: 253.255
• Hs Code.: 29319090
• Mol file: 89031-84-5.mol

Synonyms:(3-Bromopropoxy)(1,1-dimethylethyl)dimethylsilane;(3-Bromopropoxy)-tert-butyldimethylsilane;1-((tert-Butyldimethylsilyl)oxy)-3-bromopropane;1-Bromo-3-[(tert-butyldimethylsilyl)oxy]propane;3-((tert-Butyldimethylsilyl)oxy)-1-bromopropane;3-(tert-Butyldimethylsilyloxy)propyl bromide;3-Bromo-1-(1,1,2,2-tetramethyl-1-silapropoxy)propane;3-Bromo-1-propanoltert-butyldimethylsilyl ether;[(3-Bromopropyl)oxy](1,1-dimethylethyl)dimethylsilane;

Chemical Property of (3-Bromopropoxy)-tert-butyldimethylsilane

Chemical Property:

• Vapor Pressure: 0.178mmHg at 25°C
• Refractive Index: n20/D 1.451(lit.)
• Boiling Point: 219.2 °C at 760 mmHg
• Flash Point: 86.4 °C
• PSA: 9.23000
• Density: 1.089 g/cm³
• LogP: 3.79320
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Sparingly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

(3-Bromopropoxy)-tert-butyldimethylsilane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: The propanol functionality of this versatile reagent can be introduced to many pharmaceuticals.1,2,3,4 (3-Bromopropoxy)-tert-butyldimethylsilane may be used to introduce propanol functionality to many pharmaceuticals.It may be used as an alkylating agent in the synthesis of the following:N-[2-[N-[3-(tert-butyldimethylsilyloxy)propyl]-N-ethylamino]ethyl]phthalimideO-(3-tert-butyldimethylsilyloxypropyl)-N-(tert-butoxycarbonyl)-L-tyrosine methyl estertert-butyldimethyl-[3-(3-methyl-2-nitrophenoxy)propoxy]silane (3-Bromopropoxy)-tert-butyldimethylsilane is a reagent in the preparation of piperidinylcarbonyl sulfamates as a novel class of antihyperlipidemic agents with LDL-receptor up-regulation via the adaptor protein autosomal recessive hypercholesterolemia.

Technology Process of (3-Bromopropoxy)-tert-butyldimethylsilane

There total 12 articles about (3-Bromopropoxy)-tert-butyldimethylsilane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

tert-butyldimethylsilyl chloride (18162-48-6) + 1-bromo-3-propanol (627-18-9) → 3-(tert-butyldimethylsilyloxy)propyl bromide (89031-84-5)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h;

DOI:10.3987/com-03-s(p)34

Reference yield: 99.0%

t-butyldimethylsiyl triflate (69739-34-0) + 1-bromo-3-propanol (627-18-9) → 3-(tert-butyldimethylsilyloxy)propyl bromide (89031-84-5)

Guidance literature:

1-bromo-3-propanol; With 2,6-dimethylpyridine; calcium hydride; In dichloromethane; at 0 ℃; Inert atmosphere;

t-butyldimethylsiyl triflate; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/anie.201308625

Reference yield: 93.0%

→ 3-(tert-butyldimethylsilyloxy)propyl bromide (89031-84-5)

Guidance literature:

upstream raw materials:

tert-butyldimethylsilyl chloride

1-bromo-3-propanol

t-butyldimethylsiyl triflate

3-tert-butyldimethylsilyloxy-1-propanol

Downstream raw materials:

ethyl 4-[3-(tert-butyldimethylsilyloxy)propoxy]-3-chloro-5-fluorobenzoate

1-[3-(tert-Butyl-dimethyl-silanyloxy)-propyl]-3-fluoro-pyrrolidine

tert-butyldimethylsilanol

C₆H₅(CH₃)P(BH₃)(CH₂)3OH

Refernces

• 1、 Bai, Mingfeng,Achilefu, Samuel. "Synthesis of functional near infrared pyrrolopyrrole cyanine dyes for optical and photoacoustic imaging". . p. 213 - 216. Retrieved 2010.
• 2、 Kelley, Amber M.,Frost, Joshua A.,Baber, Tylisha M.,Youngblood, Kala C.,Michishita, Emiri,Bain, Schuyler A.,Caleb Lykins,Petersen, Kimberly S.. "Stereoselective desymmetrizations of dinitriles to synthesize lactones". supporting information. . Retrieved 2021/12/17.
• 3、 Zhang, Mengyue,Ma, Zhichao,Du, Hongguang,Wang, Zhiqian. "Palladium-catalyzed C(sp3)–P(III) bond formation reaction with acylphosphines as phosphorus source". supporting information. . Retrieved 2020/06/29.