(3S,4R,5R)-5-(4-Chlorobenzoyloxy)-4-methyl-3-(phenylselanylmethyl)hexanoic acid

Base Information

Chemical Name:(3S,4R,5R)-5-(4-Chlorobenzoyloxy)-4-methyl-3-(phenylselanylmethyl)hexanoic acid
CAS No.:210691-73-9
Molecular Formula:C₂₁H₂₃ClO₄Se
Molecular Weight:453.824
Hs Code.:

Synonyms:(3S,4R,5R)-5-(4-Chlorobenzoyloxy)-4-methyl-3-(phenylselanylmethyl)hexanoic acid

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Chemical Property of (3S,4R,5R)-5-(4-Chlorobenzoyloxy)-4-methyl-3-(phenylselanylmethyl)hexanoic acid

Chemical Property:

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Technology Process of (3S,4R,5R)-5-(4-Chlorobenzoyloxy)-4-methyl-3-(phenylselanylmethyl)hexanoic acid

There total 2 articles about (3S,4R,5R)-5-(4-Chlorobenzoyloxy)-4-methyl-3-(phenylselanylmethyl)hexanoic 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: 88.0%

: 1666-13-3
diphenyl diselenide

: 210691-72-8
(R)-4-[(1R,2R)-2-(4-Chlorobenzoyloxy)-1-methylpropyl]dihydrofuran-2(2H)-one

: 210691-73-9
(3S,4R,5R)-5-(4-Chlorobenzoyloxy)-4-methyl-3-(phenylselanylmethyl)hexanoic acid

Guidance literature:: With sodium tetrahydroborate; In ethanol; for 11h; Heating;
DOI:10.1055/s-1998-1803

Reference yield:

: 210691-71-7
(3R,4R,5R)-5-(4-Chlorobenzoyloxy)-4-methyl-3-(triphenylmethyoxymethyl)hexanoic acid

: 210691-73-9
(3S,4R,5R)-5-(4-Chlorobenzoyloxy)-4-methyl-3-(phenylselanylmethyl)hexanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: p-TsOH / methanol / 4 h / 20 °C

2.1: NaBH₄ / ethanol

2.2: 80 percent / ethanol / 10 h / Heating

With sodium tetrahydroborate; toluene-4-sulfonic acid; In methanol; ethanol; 1.1: Cyclization / 2.1: Metallation / 2.2: Ring cleavage;
DOI:10.1039/a909898d

Reference yield: 72.0%

: 210691-73-9
(3S,4R,5R)-5-(4-Chlorobenzoyloxy)-4-methyl-3-(phenylselanylmethyl)hexanoic acid

: 139403-50-2
(4R,5R,6R)-5,6-Dimethyl-4-(phenylselanylmethyl)tetrahydro-2H-pyran-2-one

Guidance literature:: (3S,4R,5R)-5-(4-Chlorobenzoyloxy)-4-methyl-3-(phenylselanylmethyl)hexanoic acid; With n-butyllithium; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane; at -78 - -20 ℃; for 3.08333h;

With hydrogenchloride; In tetrahydrofuran; diethyl ether; dichloromethane; for 24h;
DOI:10.1039/a909898d