(2S,6R)-6-[(2S,4S,5S)-5-((S)-1-Benzyloxymethyl-propyl)-2-ethyl-4-methyl-tetrahydro-furan-2-yl]-3-eth-(Z)-ylidene-2-methyl-tetrahydro-pyran

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Chemical Name:(2S,6R)-6-[(2S,4S,5S)-5-((S)-1-Benzyloxymethyl-propyl)-2-ethyl-4-methyl-tetrahydro-furan-2-yl]-3-eth-(Z)-ylidene-2-methyl-tetrahydro-pyran
CAS No.:84911-38-6
Molecular Formula:C₂₆H₄₀O₃
Molecular Weight:400.602
Hs Code.:

Synonyms:(2S,6R)-6-[(2S,4S,5S)-5-((S)-1-Benzyloxymethyl-propyl)-2-ethyl-4-methyl-tetrahydro-furan-2-yl]-3-eth-(Z)-ylidene-2-methyl-tetrahydro-pyran

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Chemical Property of (2S,6R)-6-[(2S,4S,5S)-5-((S)-1-Benzyloxymethyl-propyl)-2-ethyl-4-methyl-tetrahydro-furan-2-yl]-3-eth-(Z)-ylidene-2-methyl-tetrahydro-pyran

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Technology Process of (2S,6R)-6-[(2S,4S,5S)-5-((S)-1-Benzyloxymethyl-propyl)-2-ethyl-4-methyl-tetrahydro-furan-2-yl]-3-eth-(Z)-ylidene-2-methyl-tetrahydro-pyran

There total 12 articles about (2S,6R)-6-[(2S,4S,5S)-5-((S)-1-Benzyloxymethyl-propyl)-2-ethyl-4-methyl-tetrahydro-furan-2-yl]-3-eth-(Z)-ylidene-2-methyl-tetrahydro-pyran 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:

: 84911-37-5
benzyl 2(S)-<5(S)-ethyl-3(S)-methyl-5-(5(R)-ethyl-5-hydroxy-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether

: 84911-38-6
(2S,6R)-6-[(2S,4S,5S)-5-((S)-1-Benzyloxymethyl-propyl)-2-ethyl-4-methyl-tetrahydro-furan-2-yl]-3-eth-(Z)-ylidene-2-methyl-tetrahydro-pyran

Guidance literature:: With carbon disulfide; potassium hydride; methyl iodide; In tetrahydrofuran; 1.) 5 h, 2.) 30 min;
DOI:10.1021/ja00345a055

Reference yield:

: 73657-52-0
benzyl 2(S)-<5(S)-ethyl-3(S)-methyl-5-(3(R)-1,5-dioxo-4(S)-methylspiro<2.5>-6(R)-octyl)-2(S)-tetrahydrofuryl>butyl ether

: 84911-38-6
(2S,6R)-6-[(2S,4S,5S)-5-((S)-1-Benzyloxymethyl-propyl)-2-ethyl-4-methyl-tetrahydro-furan-2-yl]-3-eth-(Z)-ylidene-2-methyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / CuI / pentane; diethyl ether / 1.) 0 deg C, 15 min, 2.) 3 h

2: 98 percent / Li, NH₃ / tetrahydrofuran / 1 h / Heating

3: 82 percent / KH / tetrahydrofuran / 2 h / Ambient temperature

4: KH, CS₂, CH₃I / tetrahydrofuran / 1.) 5 h, 2.) 30 min

With carbon disulfide; copper(l) iodide; ammonia; lithium; potassium hydride; methyl iodide; In tetrahydrofuran; diethyl ether; pentane;
DOI:10.1021/ja00345a055

Reference yield:

: 84911-90-0
benzyl 2(S)-<5(S)-ethyl-3(S)-methyl-5-(6(S)-methyl-5-methylene-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether

: 84911-38-6
(2S,6R)-6-[(2S,4S,5S)-5-((S)-1-Benzyloxymethyl-propyl)-2-ethyl-4-methyl-tetrahydro-furan-2-yl]-3-eth-(Z)-ylidene-2-methyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 5 steps

1: NaHCO₃, MCPBA / CH₂Cl₂ / 3 h / Ambient temperature

2: 90 percent / CuI / pentane; diethyl ether / 1.) 0 deg C, 15 min, 2.) 3 h

3: 98 percent / Li, NH₃ / tetrahydrofuran / 1 h / Heating

4: 82 percent / KH / tetrahydrofuran / 2 h / Ambient temperature

5: KH, CS₂, CH₃I / tetrahydrofuran / 1.) 5 h, 2.) 30 min

With carbon disulfide; copper(l) iodide; ammonia; lithium; potassium hydride; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; methyl iodide; In tetrahydrofuran; diethyl ether; dichloromethane; pentane;
DOI:10.1021/ja00345a055