(4'R,4'aS,8'R,8'aR)-8'-((R)-1-Iodomethyl-2-methyl-propyl)-4'-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-6'-methyl-3',4',4'a,7',8',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalene]

Base Information

Chemical Name:(4'R,4'aS,8'R,8'aR)-8'-((R)-1-Iodomethyl-2-methyl-propyl)-4'-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-6'-methyl-3',4',4'a,7',8',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalene]
CAS No.:831235-27-9
Molecular Formula:C₂₉H₄₃IO₄
Molecular Weight:582.563
Hs Code.:

(4'R,4'aS,8'R,8'aR)-8'-((R)-1-Iodomethyl-2-methyl-propyl)-4'-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-6'-methyl-3',4',4'a,7',8',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalene]

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Chemical Property of (4'R,4'aS,8'R,8'aR)-8'-((R)-1-Iodomethyl-2-methyl-propyl)-4'-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-6'-methyl-3',4',4'a,7',8',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalene]

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Technology Process of (4'R,4'aS,8'R,8'aR)-8'-((R)-1-Iodomethyl-2-methyl-propyl)-4'-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-6'-methyl-3',4',4'a,7',8',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalene]

There total 5 articles about (4'R,4'aS,8'R,8'aR)-8'-((R)-1-Iodomethyl-2-methyl-propyl)-4'-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-6'-methyl-3',4',4'a,7',8',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalene] 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:

: 583866-27-7
Toluene-4-sulfonic acid (R)-2-{(4'R,4'aS,8'R,8'aR)-4'-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-6'-methyl-3',4',4'a,7',8',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalen]-8'-yl}-3-methyl-butyl ester

: 831235-27-9
(4'R,4'aS,8'R,8'aR)-8'-((R)-1-Iodomethyl-2-methyl-propyl)-4'-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-6'-methyl-3',4',4'a,7',8',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalene]

Guidance literature:: With sodium iodide; In butanone; for 1.5h; Heating;
DOI:10.1021/jo0301301

Reference yield:

: 583866-26-6
(R)-2-{(4'R,4'aS,8'R,8'aR)-4'-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-6'-methyl-3',4',4'a,7',8',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalen]-8'-yl}-3-methyl-butan-1-ol

: 831235-27-9
(4'R,4'aS,8'R,8'aR)-8'-((R)-1-Iodomethyl-2-methyl-propyl)-4'-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-6'-methyl-3',4',4'a,7',8',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalene]

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / DMAP / CH₂Cl₂ / 20 °C

2: sodium iodide / butan-2-one / 1.5 h / Heating

With dmap; sodium iodide; In dichloromethane; butanone;
DOI:10.1021/jo0301301

Reference yield:

: 583866-64-2
(1S,2S,4S,8R)-2-[(1E,3S)-4-(p-methoxybenzyloxy)-3-methyl-1-butenyl]-8-[(1R)-1-[(tert-butyldimethylsiloxy)methyl]-2-methylpropyl]-1-methylbicyclo[2.2.2]oct-5-en-2-ol

: 831235-27-9
(4'R,4'aS,8'R,8'aR)-8'-((R)-1-Iodomethyl-2-methyl-propyl)-4'-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-6'-methyl-3',4',4'a,7',8',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalene]

Guidance literature:: Multi-step reaction with 5 steps

1: 72 percent / 18-crown-6; potassium hexamethyldisilazide / tetrahydrofuran; toluene / 1 h / 120 °C / sealed tube

2: 84 percent / p-toluenesulfonic acid / benzene / 4 h / Heating

3: 100 percent / TBAF / tetrahydrofuran / 14 h / 20 °C

4: 91 percent / DMAP / CH₂Cl₂ / 20 °C

5: sodium iodide / butan-2-one / 1.5 h / Heating

With dmap; 18-crown-6 ether; tetrabutyl ammonium fluoride; potassium hexamethylsilazane; toluene-4-sulfonic acid; sodium iodide; In tetrahydrofuran; dichloromethane; toluene; butanone; benzene;
DOI:10.1021/jo0301301