(5S,6S)-5-(tert-butyldimethylsilyloxy)-6-methyl-7-(tosyloxy)heptanoic acid

Base Information

Chemical Name:(5S,6S)-5-(tert-butyldimethylsilyloxy)-6-methyl-7-(tosyloxy)heptanoic acid
CAS No.:1361551-13-4
Molecular Formula:C₂₁H₃₆O₆SSi
Molecular Weight:444.665
Hs Code.:

Synonyms:(5S,6S)-5-(tert-butyldimethylsilyloxy)-6-methyl-7-(tosyloxy)heptanoic acid

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (5S,6S)-5-(tert-butyldimethylsilyloxy)-6-methyl-7-(tosyloxy)heptanoic acid

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Technology Process of (5S,6S)-5-(tert-butyldimethylsilyloxy)-6-methyl-7-(tosyloxy)heptanoic acid

There total 9 articles about (5S,6S)-5-(tert-butyldimethylsilyloxy)-6-methyl-7-(tosyloxy)heptanoic 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: 79.0%

: 1436866-91-9
C₂₁H₃₄O₆SSi

: 1361551-13-4
(5S,6S)-5-(tert-butyldimethylsilyloxy)-6-methyl-7-(tosyloxy)heptanoic acid

Guidance literature:: With hydrogen; palladium(II) hydroxide; In ethyl acetate; at 20 ℃; for 14h;

Reference yield:

: (5S,6S)-5-(tert-butyldimethylsilyloxy)-6-methyl-7-(tosyloxy)heptanoic acid

: 1361551-13-4
(5S,6S)-5-(tert-butyldimethylsilyloxy)-6-methyl-7-(tosyloxy)heptanoic acid

Guidance literature:: With hydrogen; palladium(II) hydroxide; at 20 ℃; Inert atmosphere;
DOI:10.1002/chem.201102542

Reference yield:

: p-Toluolsulfonsaeure-<(R)-3-hydroxy-2-methylpropyl>ester

: 1361551-13-4
(5S,6S)-5-(tert-butyldimethylsilyloxy)-6-methyl-7-(tosyloxy)heptanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 2 h / 10 - 20 °C / Inert atmosphere

2.1: diethyl ether / -78 °C / Inert atmosphere

2.2: 12 h / -78 - 20 °C / Inert atmosphere

3.1: 1H-imidazole / dichloromethane / 72 h / 20 °C

4.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 0.33 h / 90 °C / Microwave irradiation; Inert atmosphere

5.1: hydrogen; palladium(II) hydroxide / 20 °C / Inert atmosphere

With 1H-imidazole; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; hydrogen; palladium(II) hydroxide; In diethyl ether; dichloromethane;
DOI:10.1002/chem.201102542