(S)-5-(tert-butyldimethylsilyloxy)-1-(3,5-dimethoxyphenyl)pent-2-yn-1-ol

Base Information

• Chemical Name: (S)-5-(tert-butyldimethylsilyloxy)-1-(3,5-dimethoxyphenyl)pent-2-yn-1-ol
• CAS No.: 960054-23-3
• Molecular Formula: C₁₉H₃₀O₄Si
• Molecular Weight: 350.53

Synonyms:(S)-5-(tert-butyldimethylsilyloxy)-1-(3,5-dimethoxyphenyl)pent-2-yn-1-ol

Chemical Property of (S)-5-(tert-butyldimethylsilyloxy)-1-(3,5-dimethoxyphenyl)pent-2-yn-1-ol

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Technology Process of (S)-5-(tert-butyldimethylsilyloxy)-1-(3,5-dimethoxyphenyl)pent-2-yn-1-ol

There total 2 articles about (S)-5-(tert-butyldimethylsilyloxy)-1-(3,5-dimethoxyphenyl)pent-2-yn-1-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: 82.0%

3,5-dimethoxybenzaldehdye (7311-34-4) + 4-(tert-butyldimethylsilyloxy)-1-butyne (78592-82-2) → (S)-5-(tert-butyldimethylsilyloxy)-1-(3,5-dimethoxyphenyl)pent-2-yn-1-ol (960054-23-3)

Guidance literature:

4-(tert-butyldimethylsilyloxy)-1-butyne; With (R,R)-(-)-2,6-bis[2-(hydroxyldiphenylmethyl)-1-pyrrolidinyl-methyl]-4-methylphenole; dimethyl zinc(II); In toluene; at 20 ℃; for 1.5h; Inert atmosphere;

3,5-dimethoxybenzaldehdye; In toluene; at 4 ℃; for 48h; enantioselective reaction; Inert atmosphere;

DOI:10.1002/chem.201202085

Reference yield:

3,5-dimethoxybenzaldehdye (7311-34-4) + 4-(tert-butyldimethylsilyloxy)-1-butyne (78592-82-2) → (R)-5-(tert-butyldimethylsilyloxy)-1-(3,5-dimethoxyphenyl)pent-2-yn-1-ol + (S)-5-(tert-butyldimethylsilyloxy)-1-(3,5-dimethoxyphenyl)pent-2-yn-1-ol (960054-23-3)

Guidance literature:

4-(tert-butyldimethylsilyloxy)-1-butyne; With dimethyl zinc(II); In toluene; at 20 ℃; for 1.5h;

3,5-dimethoxybenzaldehdye; In toluene; at 4 ℃; for 48h; Further stages. Title compound not separated from byproducts.;

DOI:10.1002/anie.200702637

Reference yield: 100.0%

(S)-5-(tert-butyldimethylsilyloxy)-1-(3,5-dimethoxyphenyl)pent-2-yn-1-ol (960054-23-3) → (R)-5-(tert-butyldimethylsilyloxy)-1-(3,5-dimethoxyphenyl)pentan-1-ol (960054-30-2)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethyl acetate; for 0.75h; under 760.051 Torr;

DOI:10.1002/anie.200702637

upstream raw materials:

3,5-dimethoxybenzaldehdye

4-(tert-butyldimethylsilyloxy)-1-butyne

Downstream raw materials:

(R)-5-(tert-butyldimethylsilyloxy)-1-(3,5-dimethoxyphenyl)pentan-1-ol

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