(2S,3R,4R,5S)-7-Benzyloxy-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanoic acid

Base Information

Chemical Name:(2S,3R,4R,5S)-7-Benzyloxy-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanoic acid
CAS No.:899798-76-6
Molecular Formula:C₂₈H₅₂O₅Si₂
Molecular Weight:524.889
Hs Code.:

Synonyms:(2S,3R,4R,5S)-7-Benzyloxy-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanoic acid

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Chemical Property of (2S,3R,4R,5S)-7-Benzyloxy-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanoic acid

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Technology Process of (2S,3R,4R,5S)-7-Benzyloxy-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanoic acid

There total 9 articles about (2S,3R,4R,5S)-7-Benzyloxy-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-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:

: 899798-75-5
(2S,3R,4R,5S)-7-Benzyloxy-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-1-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2,4-dimethyl-heptan-1-one

: 899798-76-6
(2S,3R,4R,5S)-7-Benzyloxy-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanoic acid

Guidance literature:: With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 20 ℃; for 36h;
DOI:10.1021/ol060669w

Reference yield:

: 872369-17-0
(2R,3S)-5-(benzyloxy)-3-(tert-butyldimethylsilyloxy)-2-methylpentanal

: 899798-76-6
(2S,3R,4R,5S)-7-Benzyloxy-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: CH₂Cl₂ / 16 h / -78 °C

2: 2,6-lutidine / CH₂Cl₂ / 1 h / Heating

3: aq. LiOH; H₂O₂ / tetrahydrofuran / 24 h / 20 °C

With 2,6-dimethylpyridine; lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; dichloromethane; 1: Evans asymmetric aldolization;
DOI:10.1002/chem.200700342

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 899798-76-6
(2S,3R,4R,5S)-7-Benzyloxy-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 20 °C

2: diisoibutylaluminum hydride / CH₂Cl₂; hexane / 1 h / -78 °C

3: CH₂Cl₂ / 16 h / -78 °C

4: 2,6-lutidine / CH₂Cl₂ / 1 h / Heating

5: aq. LiOH; H₂O₂ / tetrahydrofuran / 24 h / 20 °C

With 2,6-dimethylpyridine; lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; hexane; dichloromethane; 3: Evans asymmetric aldolization;
DOI:10.1002/chem.200700342