(3R,4S,5R)-5-{(1R,2S,5R)-[2-isopropyl-5-methylcyclohexyl]oxy}-3,4-(isopropylidenedioxy)-3-(trimethylsilyl)-4,5-dihydro-3H-furan-2-one

Base Information

Chemical Name:(3R,4S,5R)-5-{(1R,2S,5R)-[2-isopropyl-5-methylcyclohexyl]oxy}-3,4-(isopropylidenedioxy)-3-(trimethylsilyl)-4,5-dihydro-3H-furan-2-one
CAS No.:1449307-06-5
Molecular Formula:C₂₀H₃₆O₅Si
Molecular Weight:384.588
Hs Code.:

Synonyms:(3R,4S,5R)-5-{(1R,2S,5R)-[2-isopropyl-5-methylcyclohexyl]oxy}-3,4-(isopropylidenedioxy)-3-(trimethylsilyl)-4,5-dihydro-3H-furan-2-one

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Chemical Property of (3R,4S,5R)-5-{(1R,2S,5R)-[2-isopropyl-5-methylcyclohexyl]oxy}-3,4-(isopropylidenedioxy)-3-(trimethylsilyl)-4,5-dihydro-3H-furan-2-one

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Technology Process of (3R,4S,5R)-5-{(1R,2S,5R)-[2-isopropyl-5-methylcyclohexyl]oxy}-3,4-(isopropylidenedioxy)-3-(trimethylsilyl)-4,5-dihydro-3H-furan-2-one

There total 3 articles about (3R,4S,5R)-5-{(1R,2S,5R)-[2-isopropyl-5-methylcyclohexyl]oxy}-3,4-(isopropylidenedioxy)-3-(trimethylsilyl)-4,5-dihydro-3H-furan-2-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: 99.0%

: 75-77-4
chloro-trimethyl-silane

: 1449307-33-8
C₁₇H₂₈O₅

: 1449307-06-5
(3R,4S,5R)-5-{(1R,2S,5R)-[2-isopropyl-5-methylcyclohexyl]oxy}-3,4-(isopropylidenedioxy)-3-(trimethylsilyl)-4,5-dihydro-3H-furan-2-one

Guidance literature:: chloro-trimethyl-silane; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.0833333h; Inert atmosphere;

C₁₇H₂₈O₅; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;
DOI:10.1016/j.tet.2013.05.091

Reference yield:

: 1449307-34-9
C₁₄H₂₄O₅

: 1449307-06-5
(3R,4S,5R)-5-{(1R,2S,5R)-[2-isopropyl-5-methylcyclohexyl]oxy}-3,4-(isopropylidenedioxy)-3-(trimethylsilyl)-4,5-dihydro-3H-furan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: boron trifluoride diethyl etherate / ethyl acetate / 8 h / 0 - 20 °C

2.1: lithium diisopropyl amide / tetrahydrofuran / 0.08 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -78 °C / Inert atmosphere

With boron trifluoride diethyl etherate; lithium diisopropyl amide; In tetrahydrofuran; ethyl acetate;
DOI:10.1016/j.tet.2013.05.091

Reference yield:

: 112968-75-9,122079-41-8,122079-45-2,135041-07-5,77934-87-3
(5R)-(L-menthyloxy)-2(5H)-furanone

: 1449307-06-5
(3R,4S,5R)-5-{(1R,2S,5R)-[2-isopropyl-5-methylcyclohexyl]oxy}-3,4-(isopropylidenedioxy)-3-(trimethylsilyl)-4,5-dihydro-3H-furan-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: water; potassium permanganate / acetone / 2.67 h / -5 - 50 °C / Inert atmosphere

2.1: boron trifluoride diethyl etherate / ethyl acetate / 8 h / 0 - 20 °C

3.1: lithium diisopropyl amide / tetrahydrofuran / 0.08 h / -78 °C / Inert atmosphere

3.2: 0.5 h / -78 °C / Inert atmosphere

With potassium permanganate; boron trifluoride diethyl etherate; water; lithium diisopropyl amide; In tetrahydrofuran; ethyl acetate; acetone;
DOI:10.1016/j.tet.2013.05.091