tert-butyl(dimethyl)silyl[(1R)-1-[(2-iodo-3,4,5-trimethoxyphenyl)ethyl]-3-(trimethylsilyl)prop-2-ynyl]ether

Base Information

Chemical Name:tert-butyl(dimethyl)silyl[(1R)-1-[(2-iodo-3,4,5-trimethoxyphenyl)ethyl]-3-(trimethylsilyl)prop-2-ynyl]ether
CAS No.:866897-67-8
Molecular Formula:C₂₃H₃₉IO₄Si₂
Molecular Weight:562.636
Hs Code.:

Synonyms:tert-butyl(dimethyl)silyl[(1R)-1-[(2-iodo-3,4,5-trimethoxyphenyl)ethyl]-3-(trimethylsilyl)prop-2-ynyl]ether

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Chemical Property of tert-butyl(dimethyl)silyl[(1R)-1-[(2-iodo-3,4,5-trimethoxyphenyl)ethyl]-3-(trimethylsilyl)prop-2-ynyl]ether

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Technology Process of tert-butyl(dimethyl)silyl[(1R)-1-[(2-iodo-3,4,5-trimethoxyphenyl)ethyl]-3-(trimethylsilyl)prop-2-ynyl]ether

There total 6 articles about tert-butyl(dimethyl)silyl[(1R)-1-[(2-iodo-3,4,5-trimethoxyphenyl)ethyl]-3-(trimethylsilyl)prop-2-ynyl]ether 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: 93.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 866897-66-7
(3R)-5-(2-iodo-3,4,5-trimethoxyphenyl)-1-(trimethylsilyl)pent-1-yn-3-ol

: 866897-67-8
tert-butyl(dimethyl)silyl[(1R)-1-[(2-iodo-3,4,5-trimethoxyphenyl)ethyl]-3-(trimethylsilyl)prop-2-ynyl]ether

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
DOI:10.1021/ol051316k

Reference yield:

: 446874-39-1
3-(2-iodo-3,4,5-trimethoxy-phenyl)-N-methoxy-N-methyl-propionamide

: 866897-67-8
tert-butyl(dimethyl)silyl[(1R)-1-[(2-iodo-3,4,5-trimethoxyphenyl)ethyl]-3-(trimethylsilyl)prop-2-ynyl]ether

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / n-BuLi / tetrahydrofuran; hexane / 2 h / -78 - -10 °C

2: 96 percent / (R,R)-N,N'-Ru[TsNCH(Ph)CH(Ph)NH]*1-Me-4-i-Pr-C₆H₄ / propan-2-ol / 16 h / 20 °C

3: 93 percent / imidazole / dimethylformamide / 16 h / 20 °C

With 1H-imidazole; n-butyllithium; (R,R)-N,N'-Ru[TsNCH(Ph)CH(Ph)NH]*1-Me-4-i-Pr-C₆H₄; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/ol051316k

Reference yield:

: 866897-65-6
5-(2-iodo-3,4,5-trimethoxyphenyl)-1-(trimethylsilyl)pent-1-yn-3-one

: 866897-67-8
tert-butyl(dimethyl)silyl[(1R)-1-[(2-iodo-3,4,5-trimethoxyphenyl)ethyl]-3-(trimethylsilyl)prop-2-ynyl]ether

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / (R,R)-N,N'-Ru[TsNCH(Ph)CH(Ph)NH]*1-Me-4-i-Pr-C₆H₄ / propan-2-ol / 16 h / 20 °C

2: 93 percent / imidazole / dimethylformamide / 16 h / 20 °C

With 1H-imidazole; (R,R)-N,N'-Ru[TsNCH(Ph)CH(Ph)NH]*1-Me-4-i-Pr-C₆H₄; In N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/ol051316k