2-{3-[trifluoromethanesulfonyl(2-trifluoromethanesulfonyloxy-3-trimethylsilylbenzyl)amino]prop-1-ynyl}pyrrole-1-carboxylic acid tert-butyl ester

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Chemical Name:2-{3-[trifluoromethanesulfonyl(2-trifluoromethanesulfonyloxy-3-trimethylsilylbenzyl)amino]prop-1-ynyl}pyrrole-1-carboxylic acid tert-butyl ester
CAS No.:866041-50-1
Molecular Formula:C₂₄H₂₈F₆N₂O₇S₂Si
Molecular Weight:662.703
Hs Code.:

2-{3-[trifluoromethanesulfonyl(2-trifluoromethanesulfonyloxy-3-trimethylsilylbenzyl)amino]prop-1-ynyl}pyrrole-1-carboxylic acid tert-butyl ester

Synonyms:2-{3-[trifluoromethanesulfonyl(2-trifluoromethanesulfonyloxy-3-trimethylsilylbenzyl)amino]prop-1-ynyl}pyrrole-1-carboxylic acid tert-butyl ester

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Chemical Property of 2-{3-[trifluoromethanesulfonyl(2-trifluoromethanesulfonyloxy-3-trimethylsilylbenzyl)amino]prop-1-ynyl}pyrrole-1-carboxylic acid tert-butyl ester

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Technology Process of 2-{3-[trifluoromethanesulfonyl(2-trifluoromethanesulfonyloxy-3-trimethylsilylbenzyl)amino]prop-1-ynyl}pyrrole-1-carboxylic acid tert-butyl ester

There total 6 articles about 2-{3-[trifluoromethanesulfonyl(2-trifluoromethanesulfonyloxy-3-trimethylsilylbenzyl)amino]prop-1-ynyl}pyrrole-1-carboxylic acid tert-butyl ester 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: 83.0%

: 866041-67-0
2-{3-[2-hydroxy-3-(trimethylsilyl)benzylamino]prop-1-ynyl}pyrrole-1-carboxylic acid tert-butyl ester

: 358-23-6
trifluoromethylsulfonic anhydride

: 866041-50-1
2-{3-[trifluoromethanesulfonyl(2-trifluoromethanesulfonyloxy-3-trimethylsilylbenzyl)amino]prop-1-ynyl}pyrrole-1-carboxylic acid tert-butyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃; for 1h;
DOI:10.1021/ol051372l

Reference yield:

: 866041-35-2
2-[(prop-2-ynylamino)methyl]-6-(trimethylsilyl)phenol

: 866041-50-1
2-{3-[trifluoromethanesulfonyl(2-trifluoromethanesulfonyloxy-3-trimethylsilylbenzyl)amino]prop-1-ynyl}pyrrole-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 62 percent / CuI; piperidine / (Ph₃P)2PdCl₂ / tetrahydrofuran / 4 h / 20 °C

2: 83 percent / (i-Pr₂)NEt / CH₂Cl₂ / 1 h / -78 °C

With piperidine; copper(l) iodide; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; dichloromethane; 1: Sonogashira cross-coupling;
DOI:10.1021/ol051372l

Reference yield:

: 824-91-9
O-methoxymethylphenol

: 866041-50-1
2-{3-[trifluoromethanesulfonyl(2-trifluoromethanesulfonyloxy-3-trimethylsilylbenzyl)amino]prop-1-ynyl}pyrrole-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 2 h / 0 °C

1.2: tetrahydrofuran; hexane / 0 - 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 2 h / 0 °C

2.2: 87 percent / tetrahydrofuran; hexane / -78 - 20 °C

3.1: 97 percent / NaI; HCl / acetone; H₂O / 0.75 h / 55 °C

4.1: molecular sieves 3 Angstroem / methanol / 0.5 h / 20 °C

4.2: 83 percent / NaBH₄ / methanol / 1 h / 0 °C

5.1: 62 percent / CuI; piperidine / (Ph₃P)2PdCl₂ / tetrahydrofuran / 4 h / 20 °C

6.1: 83 percent / (i-Pr₂)NEt / CH₂Cl₂ / 1 h / -78 °C

With piperidine; hydrogenchloride; copper(l) iodide; n-butyllithium; 3 A molecular sieve; N-ethyl-N,N-diisopropylamine; sodium iodide; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; hexane; dichloromethane; water; acetone; 5.1: Sonogashira cross-coupling;
DOI:10.1021/ol051372l