tert-butyl (3S,4R)-3-[4-(tert-butyldiphenylsilyl)oxybutyl]oxy-4,5-(dimethylmethylenedioxy)pentanoate

Base Information

Chemical Name:tert-butyl (3S,4R)-3-[4-(tert-butyldiphenylsilyl)oxybutyl]oxy-4,5-(dimethylmethylenedioxy)pentanoate
CAS No.:914093-09-7
Molecular Formula:C₃₂H₄₈O₆Si
Molecular Weight:556.815
Hs Code.:

Synonyms:tert-butyl (3S,4R)-3-[4-(tert-butyldiphenylsilyl)oxybutyl]oxy-4,5-(dimethylmethylenedioxy)pentanoate

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Chemical Property of tert-butyl (3S,4R)-3-[4-(tert-butyldiphenylsilyl)oxybutyl]oxy-4,5-(dimethylmethylenedioxy)pentanoate

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Technology Process of tert-butyl (3S,4R)-3-[4-(tert-butyldiphenylsilyl)oxybutyl]oxy-4,5-(dimethylmethylenedioxy)pentanoate

There total 6 articles about tert-butyl (3S,4R)-3-[4-(tert-butyldiphenylsilyl)oxybutyl]oxy-4,5-(dimethylmethylenedioxy)pentanoate 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: 95.0%

: 914093-08-6
tert-butyl (3S,4R)-3-[(Z)-4-(tert-butyldiphenylsilyl)oxy-2-buten-1-yl]oxy-4,5-(dimethylmethylenedioxy)pentanoate

: 914093-09-7
tert-butyl (3S,4R)-3-[4-(tert-butyldiphenylsilyl)oxybutyl]oxy-4,5-(dimethylmethylenedioxy)pentanoate

Guidance literature:: With palladium on activated charcoal; hydrogen; In ethyl acetate; for 13h; under 760 Torr;
DOI:10.1002/anie.200602030

Reference yield:

: 914093-22-4
(3S,4R)-3-[(Z)-4-(tert-butyldiphenylsilyl)oxy-2-buten-1-yl]oxy-4,5-(dimethylmethylenedioxy)pentanal

: 914093-09-7
tert-butyl (3S,4R)-3-[4-(tert-butyldiphenylsilyl)oxybutyl]oxy-4,5-(dimethylmethylenedioxy)pentanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 957 mg / 2-methyl-2-butene; NaH₂PO₄; NaClO₂ / 2-methyl-propan-2-ol / 6 h

2: 828 mg / 4-(N,N-dimethylamino)pyridine; di-tert-butyl dicarbonate / 1 h / 20 °C

3: 95 percent / palladium on carbon; hydrogen / ethyl acetate / 13 h / 760 Torr

With dmap; sodium chlorite; sodium dihydrogenphosphate; palladium on activated charcoal; 2-methyl-but-2-ene; di-tert-butyl dicarbonate; hydrogen; In ethyl acetate; tert-butyl alcohol;
DOI:10.1002/anie.200602030

Reference yield:

: 3-[4-(tert-butyl-diphenyl-silanyloxy)-but-2-enyloxy]-3-(2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid

: 914093-09-7
tert-butyl (3S,4R)-3-[4-(tert-butyldiphenylsilyl)oxybutyl]oxy-4,5-(dimethylmethylenedioxy)pentanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 828 mg / 4-(N,N-dimethylamino)pyridine; di-tert-butyl dicarbonate / 1 h / 20 °C

2: 95 percent / palladium on carbon; hydrogen / ethyl acetate / 13 h / 760 Torr

With dmap; palladium on activated charcoal; di-tert-butyl dicarbonate; hydrogen; In ethyl acetate;
DOI:10.1002/anie.200602030