2,2-dimethylpropionic acid 6-[2-hydroxy-3-(trimethylsilyl)benzylamino]-3-methylhex-2-en-4-ynyl ester

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Chemical Name:2,2-dimethylpropionic acid 6-[2-hydroxy-3-(trimethylsilyl)benzylamino]-3-methylhex-2-en-4-ynyl ester
CAS No.:866041-65-8
Molecular Formula:C₂₂H₃₃NO₃Si
Molecular Weight:387.594
Hs Code.:

Synonyms:2,2-dimethylpropionic acid 6-[2-hydroxy-3-(trimethylsilyl)benzylamino]-3-methylhex-2-en-4-ynyl ester

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Chemical Property of 2,2-dimethylpropionic acid 6-[2-hydroxy-3-(trimethylsilyl)benzylamino]-3-methylhex-2-en-4-ynyl ester

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Technology Process of 2,2-dimethylpropionic acid 6-[2-hydroxy-3-(trimethylsilyl)benzylamino]-3-methylhex-2-en-4-ynyl ester

There total 5 articles about 2,2-dimethylpropionic acid 6-[2-hydroxy-3-(trimethylsilyl)benzylamino]-3-methylhex-2-en-4-ynyl 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: 75.0%

: 866041-61-4
2,2-dimethylpropionic acid 3-iodo-(E)-but-2-enyl ester

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

: 866041-65-8
2,2-dimethylpropionic acid 6-[2-hydroxy-3-(trimethylsilyl)benzylamino]-3-methylhex-2-en-4-ynyl ester

Guidance literature:: With piperidine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1021/ol051372l

Reference yield:

: 824-91-9
O-methoxymethylphenol

: 866041-65-8
2,2-dimethylpropionic acid 6-[2-hydroxy-3-(trimethylsilyl)benzylamino]-3-methylhex-2-en-4-ynyl ester

Guidance literature:: Multi-step reaction with 5 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: 75 percent / CuI; piperidine / (Ph₃P)2PdCl₂ / tetrahydrofuran / 2 h / 20 °C

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

Reference yield:

: 444095-29-8
2-hydroxy-3-(trimethylsilyl)benzaldehyde

: 866041-65-8
2,2-dimethylpropionic acid 6-[2-hydroxy-3-(trimethylsilyl)benzylamino]-3-methylhex-2-en-4-ynyl ester

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 83 percent / NaBH₄ / methanol / 1 h / 0 °C

2.1: 75 percent / CuI; piperidine / (Ph₃P)2PdCl₂ / tetrahydrofuran / 2 h / 20 °C

With piperidine; copper(l) iodide; 3 A molecular sieve; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; 2.1: Sonogashira cross-coupling;
DOI:10.1021/ol051372l