(2S,4R,6R)-2-((S)-2-(4-methoxybenzyloxy)-3,3-dimethylpent-4-enyl)-4,6-bis(tert-butyldimethylsilyloxy)-tetrahydro-2H-pyran

Base Information

• Chemical Name: (2S,4R,6R)-2-((S)-2-(4-methoxybenzyloxy)-3,3-dimethylpent-4-enyl)-4,6-bis(tert-butyldimethylsilyloxy)-tetrahydro-2H-pyran
• CAS No.: 1173194-12-1
• Molecular Formula: C₃₂H₅₈O₅Si₂
• Molecular Weight: 578.981

Synonyms:(2S,4R,6R)-2-((S)-2-(4-methoxybenzyloxy)-3,3-dimethylpent-4-enyl)-4,6-bis(tert-butyldimethylsilyloxy)-tetrahydro-2H-pyran

Chemical Property of (2S,4R,6R)-2-((S)-2-(4-methoxybenzyloxy)-3,3-dimethylpent-4-enyl)-4,6-bis(tert-butyldimethylsilyloxy)-tetrahydro-2H-pyran

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Technology Process of (2S,4R,6R)-2-((S)-2-(4-methoxybenzyloxy)-3,3-dimethylpent-4-enyl)-4,6-bis(tert-butyldimethylsilyloxy)-tetrahydro-2H-pyran

There total 1 articles about (2S,4R,6R)-2-((S)-2-(4-methoxybenzyloxy)-3,3-dimethylpent-4-enyl)-4,6-bis(tert-butyldimethylsilyloxy)-tetrahydro-2H-pyran 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: 78.0%

(S)-1-((2S,4R,6R)-4,6-bis(tert-butyldimethylsilyloxy)-tetrahydro-2H-pyran-2-yl)-3,3-dimethylpent-4-en-2-ol (1173194-08-5) + p-Methoxybenzyl bromide (2746-25-0) → (2S,4R,6R)-2-((S)-2-(4-methoxybenzyloxy)-3,3-dimethylpent-4-enyl)-4,6-bis(tert-butyldimethylsilyloxy)-tetrahydro-2H-pyran (1173194-12-1)

Guidance literature:

With potassium hexamethylsilazane; triethylamine; In tetrahydrofuran; at -78 - 25 ℃; Inert atmosphere;

DOI:10.1021/ol901096d

Reference yield: 78.0%

(2S,4R,6R)-2-((S)-2-(4-methoxybenzyloxy)-3,3-dimethylpent-4-enyl)-4,6-bis(tert-butyldimethylsilyloxy)-tetrahydro-2H-pyran (1173194-12-1) → (4R,6S)-6-((S)-2-(4-methoxybenzyloxy)-3,3-dimethylpent-4-enyl)-4-(tert-butyldimethyl-silyloxy)-tetrahydro-2H-pyran-2-ol (1173194-13-2)

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 0 - 25 ℃;

DOI:10.1021/ol901096d

upstream raw materials:

(S)-1-((2S,4R,6R)-4,6-bis(tert-butyldimethylsilyloxy)-tetrahydro-2H-pyran-2-yl)-3,3-dimethylpent-4-en-2-ol

p-Methoxybenzyl bromide

Downstream raw materials:

(4R,6S)-6-((S)-2-(4-methoxybenzyloxy)-3,3-dimethylpent-4-enyl)-4-(tert-butyldimethyl-silyloxy)-tetrahydro-2H-pyran-2-ol

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