(3S,5S)-dihydro-5-{(1S,3S)-1-hydroxy-3-[4-methoxy-3-(3-methoxypropoxy)benzoyl]-4-methylpentyl}-3-(1-methylethyl)furan-2(3H)-one

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Chemical Name:(3S,5S)-dihydro-5-{(1S,3S)-1-hydroxy-3-[4-methoxy-3-(3-methoxypropoxy)benzoyl]-4-methylpentyl}-3-(1-methylethyl)furan-2(3H)-one
CAS No.:1413429-42-1
Molecular Formula:C₂₅H₃₈O₇
Molecular Weight:450.573
Hs Code.:

Synonyms:(3S,5S)-dihydro-5-{(1S,3S)-1-hydroxy-3-[4-methoxy-3-(3-methoxypropoxy)benzoyl]-4-methylpentyl}-3-(1-methylethyl)furan-2(3H)-one

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Chemical Property of (3S,5S)-dihydro-5-{(1S,3S)-1-hydroxy-3-[4-methoxy-3-(3-methoxypropoxy)benzoyl]-4-methylpentyl}-3-(1-methylethyl)furan-2(3H)-one

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Technology Process of (3S,5S)-dihydro-5-{(1S,3S)-1-hydroxy-3-[4-methoxy-3-(3-methoxypropoxy)benzoyl]-4-methylpentyl}-3-(1-methylethyl)furan-2(3H)-one

There total 11 articles about (3S,5S)-dihydro-5-{(1S,3S)-1-hydroxy-3-[4-methoxy-3-(3-methoxypropoxy)benzoyl]-4-methylpentyl}-3-(1-methylethyl)furan-2(3H)-one 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: 55.0%

: 1413429-36-3
(2S,2'S,4S,4'S)-tetrahydro-4,4'-bis(1-methylethyl)-[2,2'-bifuran]-5,5'(2H,2'H)-dione

: 4-bromo-1-methoxy-2-propoxybenzene

: 1413429-42-1
(3S,5S)-dihydro-5-{(1S,3S)-1-hydroxy-3-[4-methoxy-3-(3-methoxypropoxy)benzoyl]-4-methylpentyl}-3-(1-methylethyl)furan-2(3H)-one

Guidance literature:: 4-bromo-1-methoxy-2-propoxybenzene; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 1.83333h;

(2S,2'S,4S,4'S)-tetrahydro-4,4'-bis(1-methylethyl)-[2,2'-bifuran]-5,5'(2H,2'H)-dione; In tetrahydrofuran; pentane; at -78 ℃; for 19h;

With ammonium chloride; In tetrahydrofuran; water; pentane;
DOI:10.1002/hlca.201200425

Reference yield:

: 1413429-37-4
(2S,2'S,4S,4'S)-3,4,3',4'-tetrahydro-4,4'-bis(1-hydroxy-1-methylethyl)-[2,2'-bifuran]-5,5'(2H,2'H)-dione

: 1413429-42-1
(3S,5S)-dihydro-5-{(1S,3S)-1-hydroxy-3-[4-methoxy-3-(3-methoxypropoxy)benzoyl]-4-methylpentyl}-3-(1-methylethyl)furan-2(3H)-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: phosphorus pentachloride / dichloromethane / 3.5 h / 0 °C

2.1: hydrogen; palladium on activated charcoal / ethyl acetate / 15 h / 20 °C

3.1: tert.-butyl lithium / tetrahydrofuran; pentane / 1.83 h / -78 °C

3.2: 19 h / -78 °C

With phosphorus pentachloride; palladium on activated charcoal; hydrogen; tert.-butyl lithium; In tetrahydrofuran; dichloromethane; ethyl acetate; pentane;
DOI:10.1002/hlca.201200425

Reference yield:

: 1413429-38-5
(2S,2'S,4S,4'S)-3,4,3',4'-tetrahydro-4,4'-bis(1-methylethenyl)-[2,2'-bifuran]-5,5'(2H,2’H)-dione

: 1413429-42-1
(3S,5S)-dihydro-5-{(1S,3S)-1-hydroxy-3-[4-methoxy-3-(3-methoxypropoxy)benzoyl]-4-methylpentyl}-3-(1-methylethyl)furan-2(3H)-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: hydrogen; palladium on activated charcoal / ethyl acetate / 15 h / 20 °C

2.1: tert.-butyl lithium / tetrahydrofuran; pentane / 1.83 h / -78 °C

2.2: 19 h / -78 °C

With palladium on activated charcoal; hydrogen; tert.-butyl lithium; In tetrahydrofuran; ethyl acetate; pentane;
DOI:10.1002/hlca.201200425