(3S,5R)-5-((1S,3S)-1-azido-3-(4-methoxy-3-(methoxypropoxy)benzyl)-4-methylpentyl)-3-isopropyl-dihydrofuran-2(3H)-one

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Chemical Name:(3S,5R)-5-((1S,3S)-1-azido-3-(4-methoxy-3-(methoxypropoxy)benzyl)-4-methylpentyl)-3-isopropyl-dihydrofuran-2(3H)-one
CAS No.:1309922-72-2
Molecular Formula:C₂₅H₃₉N₃O₅
Molecular Weight:461.602
Hs Code.:

Synonyms:(3S,5R)-5-((1S,3S)-1-azido-3-(4-methoxy-3-(methoxypropoxy)benzyl)-4-methylpentyl)-3-isopropyl-dihydrofuran-2(3H)-one

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Chemical Property of (3S,5R)-5-((1S,3S)-1-azido-3-(4-methoxy-3-(methoxypropoxy)benzyl)-4-methylpentyl)-3-isopropyl-dihydrofuran-2(3H)-one

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Technology Process of (3S,5R)-5-((1S,3S)-1-azido-3-(4-methoxy-3-(methoxypropoxy)benzyl)-4-methylpentyl)-3-isopropyl-dihydrofuran-2(3H)-one

There total 16 articles about (3S,5R)-5-((1S,3S)-1-azido-3-(4-methoxy-3-(methoxypropoxy)benzyl)-4-methylpentyl)-3-isopropyl-dihydrofuran-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: 70.0%

: 1309922-71-1
(1R,3S)-1-((2R,4S)-4-isopropyl-5-oxo-tetrahydrofuran-2-yl)-3-(4-methoxy-3-(methoxypropoxy)benzyl)-4-methylpentyl methanesulfonate

: 1309922-72-2
(3S,5R)-5-((1S,3S)-1-azido-3-(4-methoxy-3-(methoxypropoxy)benzyl)-4-methylpentyl)-3-isopropyl-dihydrofuran-2(3H)-one

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 80 ℃; for 25h;
DOI:10.5012/bkcs.2013.34.12.3777

Reference yield:

: 1309922-64-2
(2R,2'R,4R,4'R)-4,4'-diisopropyl-tetrahydro-2,2'-bifuran-5,5'(2H,2'H)-dione

: 1309922-72-2
(3S,5R)-5-((1S,3S)-1-azido-3-(4-methoxy-3-(methoxypropoxy)benzyl)-4-methylpentyl)-3-isopropyl-dihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium; N²,N²-dimethyl-2-methyl-1,2-propanediamine / tetrahydrofuran; TETRAHYDROPYRANE / 1.33 h / -78 °C

1.2: 1.33 h / -78 °C

1.3: -78 °C / pH 7

2.1: hydrogen / palladium 10% on activated carbon / 4 h / 3102.97 Torr

3.1: triethylamine / dichloromethane / -10 °C

4.1: tetra(n-butyl)ammonium hydrogensulfate; sodium azide / N,N-dimethyl-formamide / 36 h / 90 °C

With n-butyllithium; sodium azide; N²,N²-dimethyl-2-methyl-1,2-propanediamine; hydrogen; tetra(n-butyl)ammonium hydrogensulfate; triethylamine; palladium 10% on activated carbon; In tetrahydrofuran; TETRAHYDROPYRANE; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 1309922-65-3
(3S,5R)-5-((1R,3S)-1-Hydroxy-3-(4-methoxy-3-(methoxypropoxy)benzoyl)-4-methylpentyl)-3-isopropyl-dihydrofuran-2(3H)-one

: 1309922-72-2
(3S,5R)-5-((1S,3S)-1-azido-3-(4-methoxy-3-(methoxypropoxy)benzyl)-4-methylpentyl)-3-isopropyl-dihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogen / palladium 10% on activated carbon / 4 h / 3102.97 Torr

2: triethylamine / dichloromethane / -10 °C

3: tetra(n-butyl)ammonium hydrogensulfate; sodium azide / N,N-dimethyl-formamide / 36 h / 90 °C

With sodium azide; hydrogen; tetra(n-butyl)ammonium hydrogensulfate; triethylamine; palladium 10% on activated carbon; In dichloromethane; N,N-dimethyl-formamide;