(1R,5R,7R)-7-allyl-1-((R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl)-6-oxaspiro[4.5]decan-10-one

Base Information

Chemical Name:(1R,5R,7R)-7-allyl-1-((R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl)-6-oxaspiro[4.5]decan-10-one
CAS No.:1437785-09-5
Molecular Formula:C₃₁H₄₂O₃Si
Molecular Weight:490.758
Hs Code.:

Synonyms:(1R,5R,7R)-7-allyl-1-((R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl)-6-oxaspiro[4.5]decan-10-one

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Chemical Property of (1R,5R,7R)-7-allyl-1-((R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl)-6-oxaspiro[4.5]decan-10-one

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Technology Process of (1R,5R,7R)-7-allyl-1-((R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl)-6-oxaspiro[4.5]decan-10-one

There total 11 articles about (1R,5R,7R)-7-allyl-1-((R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl)-6-oxaspiro[4.5]decan-10-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: 90.0%

: 1437785-08-4
(1R,5R,7S)-7-allyl-1-((R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl)-6-oxaspiro[4.5]dec-8-en-10-one

: 1437785-09-5
(1R,5R,7R)-7-allyl-1-((R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl)-6-oxaspiro[4.5]decan-10-one

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-n-butyl-tin hydride; zinc(II) chloride; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1039/c3ob40284c

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1437785-09-5
(1R,5R,7R)-7-allyl-1-((R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl)-6-oxaspiro[4.5]decan-10-one

Guidance literature:: Multi-step reaction with 10 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

With 1H-imidazole; 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; 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;
DOI:10.1039/c3ob40284c

Reference yield:

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

: 1437785-09-5
(1R,5R,7R)-7-allyl-1-((R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl)-6-oxaspiro[4.5]decan-10-one

Guidance literature:: Multi-step reaction with 3 steps

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

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

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

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; boron trifluoride diethyl etherate; tri-n-butyl-tin hydride; sodium acetate; sodium hydrogencarbonate; zinc(II) chloride; In tetrahydrofuran; dichloromethane; water; 2: |Sakurai Allylation;
DOI:10.1039/c3ob40284c