(3S,4R,5R)-3-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-4-methylheptanoic acid

Base Information

Chemical Name:(3S,4R,5R)-3-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-4-methylheptanoic acid
CAS No.:1404078-76-7
Molecular Formula:C₂₂H₃₈O₅Si
Molecular Weight:410.626
Hs Code.:

Synonyms:(3S,4R,5R)-3-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-4-methylheptanoic acid

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Chemical Property of (3S,4R,5R)-3-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-4-methylheptanoic acid

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Technology Process of (3S,4R,5R)-3-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-4-methylheptanoic acid

There total 7 articles about (3S,4R,5R)-3-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-4-methylheptanoic 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: 90.0%

: (3S,4R,5R)-3-(tert-butyldimethylsilyloxy)-1-[(R)-4-isopropyl-2-thioxothiazolidin-3-yl]-5-(4-methoxybenzyloxy)-4-methylheptan-1-one

: 1404078-76-7
(3S,4R,5R)-3-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-4-methylheptanoic acid

Guidance literature:: With dihydrogen peroxide; lithium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 3h;
DOI:10.1039/c2ob26256h

Reference yield:

: 627511-81-3
(2S,3R)-3-(4-methoxybenzyloxy)-2-methylpentanal

: 1404078-76-7
(3S,4R,5R)-3-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-4-methylheptanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: titanium tetrachloride / dichloromethane / 0.33 h / -50 °C

1.2: 2 h / -40 °C

1.3: 2 h / -78 °C

2.1: 2,6-dimethylpyridine / dichloromethane / 3 h / -78 - 20 °C

3.1: dihydrogen peroxide; lithium hydroxide / tetrahydrofuran; water / 3 h / 0 - 20 °C

With 2,6-dimethylpyridine; dihydrogen peroxide; titanium tetrachloride; lithium hydroxide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1039/c2ob26256h

Reference yield:

: C₂₂H₃₃NO₄S₂

: 1404078-76-7
(3S,4R,5R)-3-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-4-methylheptanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 2,6-dimethylpyridine / dichloromethane / 3 h / -78 - 20 °C

2: dihydrogen peroxide; lithium hydroxide / tetrahydrofuran; water / 3 h / 0 - 20 °C

With 2,6-dimethylpyridine; dihydrogen peroxide; lithium hydroxide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1039/c2ob26256h