Benzoic acid (S)-1-dimethoxymethyl-4-triisopropylsilanyloxy-but-2-ynyl ester

Base Information

Chemical Name:Benzoic acid (S)-1-dimethoxymethyl-4-triisopropylsilanyloxy-but-2-ynyl ester
CAS No.:187743-99-3
Molecular Formula:C₂₃H₃₆O₅Si
Molecular Weight:420.621
Hs Code.:

Synonyms:Benzoic acid (S)-1-dimethoxymethyl-4-triisopropylsilanyloxy-but-2-ynyl ester

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Chemical Property of Benzoic acid (S)-1-dimethoxymethyl-4-triisopropylsilanyloxy-but-2-ynyl ester

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Technology Process of Benzoic acid (S)-1-dimethoxymethyl-4-triisopropylsilanyloxy-but-2-ynyl ester

There total 1 articles about Benzoic acid (S)-1-dimethoxymethyl-4-triisopropylsilanyloxy-but-2-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:

: 65-85-0,8013-63-6
benzoic acid

: 151074-01-0
(+/-)-1,1-dimethoxy-5-(triisopropylsiloxy)pent-3-yn-2-ol

: 187743-99-3
Benzoic acid (S)-1-dimethoxymethyl-4-triisopropylsilanyloxy-but-2-ynyl ester

Guidance literature:: (+/-)-1,1-dimethoxy-5-(triisopropylsiloxy)pent-3-yn-2-ol; With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at -20 ℃; for 1.16667h;

benzoic acid; In tetrahydrofuran; at -20 - 23 ℃; for 3.1h;
DOI:10.1021/ja964080b

Reference yield:

: 187743-99-3
Benzoic acid (S)-1-dimethoxymethyl-4-triisopropylsilanyloxy-but-2-ynyl ester

: 187744-07-6
(S)-2-Benzyloxy-5-triisopropylsilanyloxy-pentanal

Guidance literature:: Multi-step reaction with 4 steps

1: 1.67 g / K₂CO₃; MeOH / 4.1 h / 23 °C

2: 97 percent / H₂ / Pd/BaSO₄ / methanol / 3 h / 20 °C / 760 Torr

3: 78 percent / NaH; Bu₄NI / tetrahydrofuran

4: TiCl₄; Et₃SiH / tetrahydrofuran / -78 °C

With methanol; triethylsilane; hydrogen; titanium tetrachloride; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; Pd-BaSO₄; In tetrahydrofuran; methanol; 1: methanolysis / 2: Hydrogenation / 3: benzylation / 4: deacetalation;
DOI:10.1021/ja964080b

Reference yield:

: 187743-99-3
Benzoic acid (S)-1-dimethoxymethyl-4-triisopropylsilanyloxy-but-2-ynyl ester

: 187744-09-8
(S)-2-Benzyloxy-5-triisopropylsilanyloxy-pentan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 1.67 g / K₂CO₃; MeOH / 4.1 h / 23 °C

2: 97 percent / H₂ / Pd/BaSO₄ / methanol / 3 h / 20 °C / 760 Torr

3: 78 percent / NaH; Bu₄NI / tetrahydrofuran

4: TiCl₄; Et₃SiH / tetrahydrofuran / -78 °C

5: NaBH₄ / ethanol

With methanol; triethylsilane; sodium tetrahydroborate; hydrogen; titanium tetrachloride; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; Pd-BaSO₄; In tetrahydrofuran; methanol; ethanol; 1: methanolysis / 2: Hydrogenation / 3: benzylation / 4: deacetalation / 5: Reduction;
DOI:10.1021/ja964080b