(1Z,9E)-(S)-11-(tert-Butyl-diphenyl-silanyloxy)-1-iodo-4-methoxymethoxy-2,10-dimethyl-undeca-1,9-dien-6-yn-5-ol

Base Information

Chemical Name:(1Z,9E)-(S)-11-(tert-Butyl-diphenyl-silanyloxy)-1-iodo-4-methoxymethoxy-2,10-dimethyl-undeca-1,9-dien-6-yn-5-ol
CAS No.:851760-90-2
Molecular Formula:C₃₁H₄₁IO₄Si
Molecular Weight:632.654
Hs Code.:

Synonyms:(1Z,9E)-(S)-11-(tert-Butyl-diphenyl-silanyloxy)-1-iodo-4-methoxymethoxy-2,10-dimethyl-undeca-1,9-dien-6-yn-5-ol

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Chemical Property of (1Z,9E)-(S)-11-(tert-Butyl-diphenyl-silanyloxy)-1-iodo-4-methoxymethoxy-2,10-dimethyl-undeca-1,9-dien-6-yn-5-ol

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Technology Process of (1Z,9E)-(S)-11-(tert-Butyl-diphenyl-silanyloxy)-1-iodo-4-methoxymethoxy-2,10-dimethyl-undeca-1,9-dien-6-yn-5-ol

There total 9 articles about (1Z,9E)-(S)-11-(tert-Butyl-diphenyl-silanyloxy)-1-iodo-4-methoxymethoxy-2,10-dimethyl-undeca-1,9-dien-6-yn-5-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: 99.0%

: (Z)-(S)-5-Iodo-2-methoxymethoxy-4-methyl-pent-4-enal

: 851760-73-1
(6-bromo-2-methyl-hex-2-en-5-ynyloxy)-tert-butyl-diphenyl-silane

: 851760-90-2
(1Z,9E)-(S)-11-(tert-Butyl-diphenyl-silanyloxy)-1-iodo-4-methoxymethoxy-2,10-dimethyl-undeca-1,9-dien-6-yn-5-ol

Guidance literature:: (6-bromo-2-methyl-hex-2-en-5-ynyloxy)-tert-butyl-diphenyl-silane; With ethylmagnesium bromide; In tetrahydrofuran; at 0 ℃; for 0.25h;

(Z)-(S)-5-Iodo-2-methoxymethoxy-4-methyl-pent-4-enal; In tetrahydrofuran; at -78 - 0 ℃; for 1.5h;
DOI:10.3987/COM-04-10317

Reference yield:

: (Z)-(S)-5-Iodo-4-methyl-pent-4-ene-1,2-diol

: 851760-90-2
(1Z,9E)-(S)-11-(tert-Butyl-diphenyl-silanyloxy)-1-iodo-4-methoxymethoxy-2,10-dimethyl-undeca-1,9-dien-6-yn-5-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 92 percent / Et₃N; DMAP / CH₂Cl₂ / 12 h / 20 °C

2.1: 95 percent / i-Pr₂NEt; Bu₄NI / 21 h / 20 °C

3.1: 98 percent / TBAF / tetrahydrofuran / 36 h / 20 °C

4.1: 76 percent / sulfurtrioxide*pyridine; Et₃N; DMSO / CH₂Cl₂ / 4 h / 0 °C

5.1: EtMgBr / tetrahydrofuran / 0.25 h / 0 °C

5.2: 99 percent / tetrahydrofuran / 1.5 h / -78 - 0 °C

With dmap; ethylmagnesium bromide; tetrabutyl ammonium fluoride; sulfur trioxide pyridine complex; tetra-(n-butyl)ammonium iodide; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; 4.1: Parikh-Doering oxidation;
DOI:10.3987/COM-04-10317

Reference yield:

: (Z)-(S)-5-Iodo-2-methoxymethoxy-4-methyl-pent-4-en-1-ol

: 851760-90-2
(1Z,9E)-(S)-11-(tert-Butyl-diphenyl-silanyloxy)-1-iodo-4-methoxymethoxy-2,10-dimethyl-undeca-1,9-dien-6-yn-5-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 76 percent / sulfurtrioxide*pyridine; Et₃N; DMSO / CH₂Cl₂ / 4 h / 0 °C

2.1: EtMgBr / tetrahydrofuran / 0.25 h / 0 °C

2.2: 99 percent / tetrahydrofuran / 1.5 h / -78 - 0 °C

With ethylmagnesium bromide; sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 1.1: Parikh-Doering oxidation;
DOI:10.3987/COM-04-10317