(2R,3S,4S)-4-(benzyloxy)-3-methyl-2-(((tetrahydro-2H-pyran-2-yl)oxy)methyl)-3-vinylcyclohexan-1-one

Base Information

Chemical Name:(2R,3S,4S)-4-(benzyloxy)-3-methyl-2-(((tetrahydro-2H-pyran-2-yl)oxy)methyl)-3-vinylcyclohexan-1-one
CAS No.:326922-37-6
Molecular Formula:C₂₂H₃₀O₄
Molecular Weight:358.478
Hs Code.:

Synonyms:(2R,3S,4S)-4-(benzyloxy)-3-methyl-2-(((tetrahydro-2H-pyran-2-yl)oxy)methyl)-3-vinylcyclohexan-1-one

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Chemical Property of (2R,3S,4S)-4-(benzyloxy)-3-methyl-2-(((tetrahydro-2H-pyran-2-yl)oxy)methyl)-3-vinylcyclohexan-1-one

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Technology Process of (2R,3S,4S)-4-(benzyloxy)-3-methyl-2-(((tetrahydro-2H-pyran-2-yl)oxy)methyl)-3-vinylcyclohexan-1-one

There total 10 articles about (2R,3S,4S)-4-(benzyloxy)-3-methyl-2-(((tetrahydro-2H-pyran-2-yl)oxy)methyl)-3-vinylcyclohexan-1-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: 93.0%

: 110-87-2
3,4-dihydro-2H-pyran

: 326922-35-4
(2R,3S,4S)-4-(benzyloxy)-2-(hydroxymethyl)-3-methyl-3-vinylcyclohexan-1-one

: 326922-37-6
(2R,3S,4S)-4-(benzyloxy)-3-methyl-2-(((tetrahydro-2H-pyran-2-yl)oxy)methyl)-3-vinylcyclohexan-1-one

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1021/acs.orglett.5b01173

Reference yield:

: 136611-27-3
4-<(benzyl)oxy>-3-methyl-2-cyclohexenone

: 326922-37-6
(2R,3S,4S)-4-(benzyloxy)-3-methyl-2-(((tetrahydro-2H-pyran-2-yl)oxy)methyl)-3-vinylcyclohexan-1-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: CuCN / diethyl ether / 0.17 h / -78 °C

1.2: 62 percent / tetrahydrofuran; diethyl ether / 0.25 h / -60 °C

2.1: 90 percent / PPTS / CH₂Cl₂ / 20 °C

With pyridinium p-toluenesulfonate; In diethyl ether; dichloromethane;
DOI:10.1039/b006170k

Reference yield:

: 326922-33-2
(S)-6-Benzyloxy-1-methyl-cyclohex-2-enol

: 326922-37-6
(2R,3S,4S)-4-(benzyloxy)-3-methyl-2-(((tetrahydro-2H-pyran-2-yl)oxy)methyl)-3-vinylcyclohexan-1-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: PCC; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

2.1: CuCN / diethyl ether / 0.17 h / -78 °C

2.2: 62 percent / tetrahydrofuran; diethyl ether / 0.25 h / -60 °C

3.1: 90 percent / PPTS / CH₂Cl₂ / 20 °C

With 4 A molecular sieve; pyridinium p-toluenesulfonate; pyridinium chlorochromate; In diethyl ether; dichloromethane;
DOI:10.1039/b006170k