1-(tert-butyldiphenylsilanyloxy)-6-chloro-3-(trimethylsilanyl)hex-4-yn-3-ol

Base Information

• Chemical Name: 1-(tert-butyldiphenylsilanyloxy)-6-chloro-3-(trimethylsilanyl)hex-4-yn-3-ol
• CAS No.: 438581-37-4
• Molecular Formula: C₂₅H₃₅ClO₂Si₂
• Molecular Weight: 459.176
• Mol file: 438581-37-4.mol

Synonyms:1-(tert-butyldiphenylsilanyloxy)-6-chloro-3-(trimethylsilanyl)hex-4-yn-3-ol

Chemical Property of 1-(tert-butyldiphenylsilanyloxy)-6-chloro-3-(trimethylsilanyl)hex-4-yn-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(tert-butyldiphenylsilanyloxy)-6-chloro-3-(trimethylsilanyl)hex-4-yn-3-ol

There total 3 articles about 1-(tert-butyldiphenylsilanyloxy)-6-chloro-3-(trimethylsilanyl)hex-4-yn-3-ol 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: 71.0%

2-propynyl chloride (624-65-7) + 3-(tert-butyldiphenylsilanyloxy)-1-(trimethylsilanyl)propan-1-one (438581-36-3) → 1-(tert-butyldiphenylsilanyloxy)-6-chloro-3-(trimethylsilanyl)hex-4-yn-3-ol (438581-37-4)

Guidance literature:

2-propynyl chloride; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 0.166667h;

3-(tert-butyldiphenylsilanyloxy)-1-(trimethylsilanyl)propan-1-one; In diethyl ether; hexane; at -78 ℃; for 0.166667h; Further stages.;

DOI:10.1021/ol025861m

Reference yield:

1-iodo-2-<(tert-butyldiphenylsilyl)oxy>ethane (126822-71-7) → 1-(tert-butyldiphenylsilanyloxy)-6-chloro-3-(trimethylsilanyl)hex-4-yn-3-ol (438581-37-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -20 °C

1.2: tetrahydrofuran; hexane / -78 - 20 °C

2.1: 0.493 g / iron(III) nitrate nonahydrate; basic alumina / hexane / 1 h / 43 °C

3.1: n-butyllithium / diethyl ether; hexane / 0.17 h / -78 °C

3.2: 71 percent / diethyl ether; hexane / 0.17 h / -78 °C

With aluminum oxide; n-butyllithium; ferric nitrate; In tetrahydrofuran; diethyl ether; hexane;

DOI:10.1021/ol025861m

Reference yield:

2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-trimethylsilanyl-[1,3]dithiane (438581-35-2) → 1-(tert-butyldiphenylsilanyloxy)-6-chloro-3-(trimethylsilanyl)hex-4-yn-3-ol (438581-37-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 0.493 g / iron(III) nitrate nonahydrate; basic alumina / hexane / 1 h / 43 °C

2.1: n-butyllithium / diethyl ether; hexane / 0.17 h / -78 °C

2.2: 71 percent / diethyl ether; hexane / 0.17 h / -78 °C

With aluminum oxide; n-butyllithium; ferric nitrate; In diethyl ether; hexane;

DOI:10.1021/ol025861m

upstream raw materials:

2-propynyl chloride

3-(tert-butyldiphenylsilanyloxy)-1-(trimethylsilanyl)propan-1-one

1-iodo-2-<(tert-butyldiphenylsilyl)oxy>ethane

2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-trimethylsilanyl-[1,3]dithiane

Downstream raw materials:

benzoic acid 1-[2-(tert-butyldiphenylsilanyloxy)ethyl]-4-chloro-1-(trimethylsilanyl)but-2-ynyl ester

(Z)-5-[4-(tert-butyldiphenylsilanyloxy)-2-(trimethylsilanyl)-but-1-enyl]-2-{2-[3-(2-methoxyethoxymethoxy)propyl]-3-methyl-but-3-enyl}furan-3-carboxylic acid methyl ester

benzoic acid 1-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-iodo-1-trimethylsilanyl-but-2-ynyl ester

(Z)-5-[4-(tert-butyldiphenylsilanyloxy)-2-(trimethylsilanyl)but-1-enyl]-2-[2-(4-methoxybenzyloxy)ethyl]furan-3-carboxylic acid methyl ester