5-[(1R,2R,3aS,7aS)-6-(Dimethyl-phenyl-silanyl)-1-formyl-2-(tetrahydro-pyran-2-yloxy)-octahydro-inden-(5E)-ylidene]-pentanoic acid methyl ester

Base Information

Chemical Name:5-[(1R,2R,3aS,7aS)-6-(Dimethyl-phenyl-silanyl)-1-formyl-2-(tetrahydro-pyran-2-yloxy)-octahydro-inden-(5E)-ylidene]-pentanoic acid methyl ester
CAS No.:113331-63-8
Molecular Formula:C₂₉H₄₂O₅Si
Molecular Weight:498.735
Hs Code.:

5-[(1R,2R,3aS,7aS)-6-(Dimethyl-phenyl-silanyl)-1-formyl-2-(tetrahydro-pyran-2-yloxy)-octahydro-inden-(5E)-ylidene]-pentanoic acid methyl ester

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Chemical Property of 5-[(1R,2R,3aS,7aS)-6-(Dimethyl-phenyl-silanyl)-1-formyl-2-(tetrahydro-pyran-2-yloxy)-octahydro-inden-(5E)-ylidene]-pentanoic acid methyl ester

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Technology Process of 5-[(1R,2R,3aS,7aS)-6-(Dimethyl-phenyl-silanyl)-1-formyl-2-(tetrahydro-pyran-2-yloxy)-octahydro-inden-(5E)-ylidene]-pentanoic acid methyl ester

There total 12 articles about 5-[(1R,2R,3aS,7aS)-6-(Dimethyl-phenyl-silanyl)-1-formyl-2-(tetrahydro-pyran-2-yloxy)-octahydro-inden-(5E)-ylidene]-pentanoic acid methyl ester 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:

: 113208-22-3,118628-90-3
(E)-4-[(1R,2S,3R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-oxo-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-but-2-enoic acid methyl ester

: 113331-63-8,113331-64-9,118582-85-7
5-[(1R,2R,3aS,7aS)-6-(Dimethyl-phenyl-silanyl)-1-formyl-2-(tetrahydro-pyran-2-yloxy)-octahydro-inden-(5E)-ylidene]-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: Zn, TiCl₄ / Ambient temperature

2: 1.)Siam₂BH, 2.) 30percent H₂O₂, 6N NaOH / 1.) THF, 0 deg C, 2.) THF, 0 deg C

3: 98 percent / LiAlH₄ / tetrahydrofuran / 0 °C

4: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C

5: dibenzylammonium trifluoroacetate / toluene / 110 °C

6: 1.) t-BuOK / THF, RT

7: diethyl ether / 0 °C

8: 60 percent / H₂ / 10percent Pd-C / methanol / 25 °C / 760 Torr

9: 81 percent / TBAF / tetrahydrofuran / 2.5 h / Ambient temperature

10: SO₃*Py, Et₃N, DMSO / Ambient temperature

With sodium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; pyridine-SO₃ complex; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; bis-(1,2-dimethylpropyl)borane; titanium tetrachloride; dimethyl sulfoxide; triethylamine; zinc; dibenzylammonium trifluoroacetate salt; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; toluene;
DOI:10.1016/S0040-4039(00)96003-9

Reference yield:

: 113331-54-7,113428-24-3
(2R,3S,4R)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-2-[2-(dimethyl-phenyl-silanyl)-4-oxo-butyl]-4-(tetrahydro-pyran-2-yloxy)-cyclopentanecarbaldehyde

: 113331-63-8,113331-64-9,118582-85-7
5-[(1R,2R,3aS,7aS)-6-(Dimethyl-phenyl-silanyl)-1-formyl-2-(tetrahydro-pyran-2-yloxy)-octahydro-inden-(5E)-ylidene]-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: dibenzylammonium trifluoroacetate / toluene / 110 °C

2: 1.) t-BuOK / THF, RT

3: diethyl ether / 0 °C

4: 60 percent / H₂ / 10percent Pd-C / methanol / 25 °C / 760 Torr

5: 81 percent / TBAF / tetrahydrofuran / 2.5 h / Ambient temperature

6: SO₃*Py, Et₃N, DMSO / Ambient temperature

With pyridine-SO₃ complex; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; dimethyl sulfoxide; triethylamine; dibenzylammonium trifluoroacetate salt; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; toluene;
DOI:10.1016/S0040-4039(00)96003-9

Reference yield:

: 113208-25-6,113428-20-9,113428-21-0
4-[(1S,2S,3R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-3-(dimethyl-phenyl-silanyl)-butyric acid methyl ester

: 113331-63-8,113331-64-9,118582-85-7
5-[(1R,2R,3aS,7aS)-6-(Dimethyl-phenyl-silanyl)-1-formyl-2-(tetrahydro-pyran-2-yloxy)-octahydro-inden-(5E)-ylidene]-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 98 percent / LiAlH₄ / tetrahydrofuran / 0 °C

2: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C

3: dibenzylammonium trifluoroacetate / toluene / 110 °C

4: 1.) t-BuOK / THF, RT

5: diethyl ether / 0 °C

6: 60 percent / H₂ / 10percent Pd-C / methanol / 25 °C / 760 Torr

7: 81 percent / TBAF / tetrahydrofuran / 2.5 h / Ambient temperature

8: SO₃*Py, Et₃N, DMSO / Ambient temperature

With lithium aluminium tetrahydride; oxalyl dichloride; pyridine-SO₃ complex; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; dimethyl sulfoxide; triethylamine; dibenzylammonium trifluoroacetate salt; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; toluene;
DOI:10.1016/S0040-4039(00)96003-9