(E)-ethyl 4-((1R,5S,7R)-1-((R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl)-6-oxaspiro[4.5]decan-7-yl)-2-methylbut-2-enoate

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Chemical Name:(E)-ethyl 4-((1R,5S,7R)-1-((R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl)-6-oxaspiro[4.5]decan-7-yl)-2-methylbut-2-enoate
CAS No.:1437785-12-0
Molecular Formula:C₃₅H₅₀O₄Si
Molecular Weight:562.865
Hs Code.:

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Chemical Property of (E)-ethyl 4-((1R,5S,7R)-1-((R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl)-6-oxaspiro[4.5]decan-7-yl)-2-methylbut-2-enoate

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Technology Process of (E)-ethyl 4-((1R,5S,7R)-1-((R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl)-6-oxaspiro[4.5]decan-7-yl)-2-methylbut-2-enoate

There total 13 articles about (E)-ethyl 4-((1R,5S,7R)-1-((R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl)-6-oxaspiro[4.5]decan-7-yl)-2-methylbut-2-enoate 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: 57.0%

: 1437785-10-8
((R)-2-((1R,5S,7R)-7-allyl-6-oxaspiro[4.5]decan-1-yl)propoxy)-(tert-butyl)diphenylsilane

: 97-63-2,9003-42-3
methyl methacrylate

: 1437785-12-0
(E)-ethyl 4-((1R,5S,7R)-1-((R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl)-6-oxaspiro[4.5]decan-7-yl)-2-methylbut-2-enoate

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; at 125 ℃; Inert atmosphere;
DOI:10.1039/c3ob40284c

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1437785-12-0
(E)-ethyl 4-((1R,5S,7R)-1-((R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl)-6-oxaspiro[4.5]decan-7-yl)-2-methylbut-2-enoate

Guidance literature:: Multi-step reaction with 12 steps

1.1: 1H-imidazole / dichloromethane / 0 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1.5 h / -78 °C / Inert atmosphere

3.2: 1 h / -78 - 20 °C / Inert atmosphere

4.1: triphenylphosphine; zinc / dichloromethane / 1.5 h / 0 °C / Inert atmosphere

4.2: 0 - 20 °C / Inert atmosphere

5.1: dicobalt octacarbonyl / dichloromethane / 2 h / 20 °C / Inert atmosphere

5.2: 27 °C / Inert atmosphere

6.1: 5%-palladium/activated carbon; hydrogen / ethanol / 2 h / 20 °C / Inert atmosphere

7.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

7.2: -78 °C / Inert atmosphere

8.1: sodium hydrogencarbonate; sodium acetate; N-Bromosuccinimide / tetrahydrofuran; water / 0.17 h / 0 °C / Inert atmosphere

9.1: boron trifluoride diethyl etherate / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

10.1: zinc(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-n-butyl-tin hydride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

11.1: toluene-4-sulfonic acid hydrazide / ethanol / 0 - 50 °C / Inert atmosphere

11.2: 2 h / 0 °C

12.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / 125 °C / Inert atmosphere

With 1H-imidazole; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; dicobalt octacarbonyl; oxalyl dichloride; N,N,N,N,-tetramethylethylenediamine; 5%-palladium/activated carbon; boron trifluoride diethyl etherate; hydrogen; tri-n-butyl-tin hydride; sodium acetate; diisobutylaluminium hydride; sodium hydrogencarbonate; dimethyl sulfoxide; toluene-4-sulfonic acid hydrazide; triphenylphosphine; zinc(II) chloride; zinc; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; 3.1: |Swern Oxidation / 4.2: |Corey-Fuchs Alkyne Synthesis / 5.1: |Pauson-Khand Annulation / 9.1: |Sakurai Allylation / 11.1: |Wolff-Kishner Reduction;
DOI:10.1039/c3ob40284c

Reference yield:

: 1437785-07-3
(1R,2R)-2-((R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl)-1-(furan-2-yl)-cyclopentanol

: 1437785-12-0
(E)-ethyl 4-((1R,5S,7R)-1-((R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl)-6-oxaspiro[4.5]decan-7-yl)-2-methylbut-2-enoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydrogencarbonate; sodium acetate; N-Bromosuccinimide / tetrahydrofuran; water / 0.17 h / 0 °C / Inert atmosphere

2.1: boron trifluoride diethyl etherate / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3.1: zinc(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-n-butyl-tin hydride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

4.1: toluene-4-sulfonic acid hydrazide / ethanol / 0 - 50 °C / Inert atmosphere

4.2: 2 h / 0 °C

5.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / 125 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; boron trifluoride diethyl etherate; tri-n-butyl-tin hydride; sodium acetate; sodium hydrogencarbonate; toluene-4-sulfonic acid hydrazide; zinc(II) chloride; In tetrahydrofuran; ethanol; dichloromethane; water; 2.1: |Sakurai Allylation / 4.1: |Wolff-Kishner Reduction;
DOI:10.1039/c3ob40284c