[(1R,2S)-2-Benzyloxy-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-acetic acid

Base Information

Chemical Name:[(1R,2S)-2-Benzyloxy-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-acetic acid
CAS No.:865540-45-0
Molecular Formula:C₂₆H₄₄O₅Si
Molecular Weight:464.718
Hs Code.:

Synonyms:[(1R,2S)-2-Benzyloxy-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-acetic acid

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Chemical Property of [(1R,2S)-2-Benzyloxy-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-acetic acid

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Technology Process of [(1R,2S)-2-Benzyloxy-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-acetic acid

There total 5 articles about [(1R,2S)-2-Benzyloxy-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-acetic acid 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: 81.0%

: 865540-24-5
(2S,3R,4S)-4-Benzyloxy-2-methyl-1-triisopropylsilanyloxy-hept-6-en-3-ol

: 79-08-3
bromoacetic acid

: 865540-45-0
[(1R,2S)-2-Benzyloxy-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-acetic acid

Guidance literature:: bromoacetic acid; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.166667h;

(2S,3R,4S)-4-Benzyloxy-2-methyl-1-triisopropylsilanyloxy-hept-6-en-3-ol; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1021/ol051543m

Reference yield:

: 865540-44-9
(2S,3R,4S)-4-Benzyloxy-2-methyl-hept-6-ene-1,3-diol

: 865540-45-0
[(1R,2S)-2-Benzyloxy-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-acetic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: 96 percent / imidazole / dimethylformamide / 20 h / 70 °C

2.1: sodium hydride / tetrahydrofuran; various solvent(s) / 0.17 h / 0 °C

2.2: 81 percent / tetrahydrofuran; various solvent(s) / 0 - 20 °C

With 1H-imidazole; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ol051543m

Reference yield:

: 865540-23-4
(2R,3R,4S)-4-Benzyloxy-1-((R)-4-benzyl-2-thioxo-oxazolidin-3-yl)-3-hydroxy-2-methyl-hept-6-en-1-one

: 865540-45-0
[(1R,2S)-2-Benzyloxy-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-acetic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: 91 percent / lithium borohydride / methanol; diethyl ether; tetrahydrofuran / 1 h / 0 °C

2.1: 96 percent / imidazole / dimethylformamide / 20 h / 70 °C

3.1: sodium hydride / tetrahydrofuran; various solvent(s) / 0.17 h / 0 °C

3.2: 81 percent / tetrahydrofuran; various solvent(s) / 0 - 20 °C

With 1H-imidazole; lithium borohydride; sodium hydride; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1021/ol051543m