tert-butyl 3-hydroxy-3-(4-{[(3-methoxy-3-oxopropyl)thio]-methyl}phenyl)propionate

Base Information

Chemical Name:tert-butyl 3-hydroxy-3-(4-{[(3-methoxy-3-oxopropyl)thio]-methyl}phenyl)propionate
CAS No.:839718-28-4
Molecular Formula:C₁₈H₂₆O₅S
Molecular Weight:354.467
Hs Code.:

Synonyms:tert-butyl 3-hydroxy-3-(4-{[(3-methoxy-3-oxopropyl)thio]-methyl}phenyl)propionate

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Chemical Property of tert-butyl 3-hydroxy-3-(4-{[(3-methoxy-3-oxopropyl)thio]-methyl}phenyl)propionate

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Technology Process of tert-butyl 3-hydroxy-3-(4-{[(3-methoxy-3-oxopropyl)thio]-methyl}phenyl)propionate

There total 5 articles about tert-butyl 3-hydroxy-3-(4-{[(3-methoxy-3-oxopropyl)thio]-methyl}phenyl)propionate 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: 92.0%

: 946149-63-9
C₂₄H₄₀O₅SSi

: 839718-28-4
tert-butyl 3-hydroxy-3-(4-{[(3-methoxy-3-oxopropyl)thio]-methyl}phenyl)propionate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1016/j.bmcl.2007.04.024

Reference yield:

: 839718-27-3
tert-butyl 3-(tert-butyldimethylsilyl)oxy-3-(4-chloromethylphenyl)propionate

: 839718-28-4
tert-butyl 3-hydroxy-3-(4-{[(3-methoxy-3-oxopropyl)thio]-methyl}phenyl)propionate

Guidance literature:: Multi-step reaction with 2 steps

1: 25 percent / NEt₃; TBAI / CHCl₃ / 50 °C

2: 92 percent / TBAF / tetrahydrofuran / 1 h / 20 °C

With tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; triethylamine; In tetrahydrofuran; chloroform;
DOI:10.1016/j.bmcl.2007.04.024

Reference yield:

: 34040-64-7
p-methyloxycarbonylbenzyl chloride

: 839718-28-4
tert-butyl 3-hydroxy-3-(4-{[(3-methoxy-3-oxopropyl)thio]-methyl}phenyl)propionate

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / BH₃*THF / tetrahydrofuran / 2 h / 20 °C

2: 83 percent / MnO₂ / CH₂Cl₂ / 24 h / 20 °C

3: 100 percent / Bu₂Sn(OTf)2 / CH₂Cl₂ / 4 h / -78 °C

4: 25 percent / NEt₃; TBAI / CHCl₃ / 50 °C

5: 92 percent / TBAF / tetrahydrofuran / 1 h / 20 °C

With manganese(IV) oxide; borane-THF; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; di-n-butylbis(trifluoromethanesulfonyloxy)stannane; triethylamine; In tetrahydrofuran; dichloromethane; chloroform; 3: Mukaiyama aldol reaction;
DOI:10.1016/j.bmcl.2007.04.024