2-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-4-methyl-6-((3S,5S)-3,5,7-trimethyl-oct-7-en-1-ynyl)-benzaldehyde

Base Information

Chemical Name:2-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-4-methyl-6-((3S,5S)-3,5,7-trimethyl-oct-7-en-1-ynyl)-benzaldehyde
CAS No.:887137-72-6
Molecular Formula:C₂₇H₄₂O₄Si
Molecular Weight:458.714
Hs Code.:

Synonyms:2-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-4-methyl-6-((3S,5S)-3,5,7-trimethyl-oct-7-en-1-ynyl)-benzaldehyde

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Chemical Property of 2-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-4-methyl-6-((3S,5S)-3,5,7-trimethyl-oct-7-en-1-ynyl)-benzaldehyde

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Technology Process of 2-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-4-methyl-6-((3S,5S)-3,5,7-trimethyl-oct-7-en-1-ynyl)-benzaldehyde

There total 13 articles about 2-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-4-methyl-6-((3S,5S)-3,5,7-trimethyl-oct-7-en-1-ynyl)-benzaldehyde 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: 85.0%

: 853995-87-6
2-bromo-6-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-4-methyl-benzaldehyde

: 887137-70-4
(4S,6S)-2,4,6-Trimethyl-oct-1-en-7-yne

: 887137-72-6
2-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-4-methyl-6-((3S,5S)-3,5,7-trimethyl-oct-7-en-1-ynyl)-benzaldehyde

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine; at 60 ℃; for 6.5h;
DOI:10.1021/ja060369+

Reference yield:

: 853996-02-8
(R)-5-Iodo-2,4-dimethyl-pent-1-ene

: 887137-72-6
2-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-4-methyl-6-((3S,5S)-3,5,7-trimethyl-oct-7-en-1-ynyl)-benzaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1.1: LDA; LiCl / tetrahydrofuran; hexane / 1.33 h / -78 - 20 °C

1.2: 98 percent / tetrahydrofuran; hexane / 14 h / 20 °C

2.1: 97 percent / LDA; BH₃*NH₃ / tetrahydrofuran; hexane / 3 h / 20 °C

3.1: 89 percent / Et₃N; SO₃*Py; DMSO / CH₂Cl₂ / 1 h / 0 °C

4.1: t-BuOK / tetrahydrofuran / 0.25 h / -78 °C

4.2: 77 percent / tetrahydrofuran / 1 h / -78 °C

5.1: 85 percent / PdCl₂(PPh₃)2; CuI; diisopropylamine / 6.5 h / 60 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; borane-ammonia complex; pyridine-SO₃ complex; potassium tert-butylate; dimethyl sulfoxide; triethylamine; diisopropylamine; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; 1.2: Myers alkylation / 3.1: Parikh-Doering oxidation / 5.1: Sonogashira reaction;
DOI:10.1021/ja060369+

Reference yield:

: 853995-97-8
2-bromo-6-hydroxy-3,5-dimethoxy-4-methyl-benzaldehyde

: 887137-72-6
2-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-4-methyl-6-((3S,5S)-3,5,7-trimethyl-oct-7-en-1-ynyl)-benzaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / diisopropylethylamine / dimethylformamide / 1.5 h / 20 °C

2: 85 percent / PdCl₂(PPh₃)2; CuI; diisopropylamine / 6.5 h / 60 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; 2: Sonogashira reaction;
DOI:10.1021/ja060369+