1-{9-[(1R)-1-methyl-2-(phenylmethoxy)ethyl]-(9S,7R)-6,10-dioxaspiro[4.5]dec-7-yl}acetone

Base Information

Chemical Name:1-{9-[(1R)-1-methyl-2-(phenylmethoxy)ethyl]-(9S,7R)-6,10-dioxaspiro[4.5]dec-7-yl}acetone
CAS No.:609828-38-8
Molecular Formula:C₂₁H₃₀O₄
Molecular Weight:346.467
Hs Code.:

Synonyms:1-{9-[(1R)-1-methyl-2-(phenylmethoxy)ethyl]-(9S,7R)-6,10-dioxaspiro[4.5]dec-7-yl}acetone

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Chemical Property of 1-{9-[(1R)-1-methyl-2-(phenylmethoxy)ethyl]-(9S,7R)-6,10-dioxaspiro[4.5]dec-7-yl}acetone

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Technology Process of 1-{9-[(1R)-1-methyl-2-(phenylmethoxy)ethyl]-(9S,7R)-6,10-dioxaspiro[4.5]dec-7-yl}acetone

There total 6 articles about 1-{9-[(1R)-1-methyl-2-(phenylmethoxy)ethyl]-(9S,7R)-6,10-dioxaspiro[4.5]dec-7-yl}acetone 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: 92.0%

: 609828-36-6
2-{9-[(1R)-1-methyl-2-(benzyloxy)ethyl]-(9S,7R)-6,10-dioxaspiro[4.5]dec-7-yl}-N-methoxy-N-methylacetamide

: 609828-38-8
1-{9-[(1R)-1-methyl-2-(phenylmethoxy)ethyl]-(9S,7R)-6,10-dioxaspiro[4.5]dec-7-yl}acetone

Guidance literature:: With methyllithium; In tetrahydrofuran; diethyl ether; at -78 ℃; for 0.333333h;
DOI:10.1021/ja027638q

Reference yield:

: 89046-67-3
(2S,3R)-2-methyl-1-(phenylmethoxy)hex-5-en-3-ol

: 609828-38-8
1-{9-[(1R)-1-methyl-2-(phenylmethoxy)ethyl]-(9S,7R)-6,10-dioxaspiro[4.5]dec-7-yl}acetone

Guidance literature:: Multi-step reaction with 6 steps

1.1: 99 percent / imidazole / CH₂Cl₂ / 3 h

2.1: O₃ / CH₂Cl₂ / -78 °C

2.2: triphenylphosphine / CH₂Cl₂ / -78 - 20 °C

2.3: 86 percent / CH₂Cl₂ / 6 h / Heating

3.1: 76 percent / potassium hexamethyldisilazide / tetrahydrofuran / 1.17 h / 0 °C

4.1: zinc(II) triflate; sodium bicarbonate; EtSH / CH₂Cl₂ / 20 h

5.1: 496 mg / PPTS / CH₂Cl₂ / 14 h

6.1: 92 percent / MeLi / tetrahydrofuran; diethyl ether / 0.33 h / -78 °C

With 1H-imidazole; methyllithium; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; zinc trifluoromethanesulfonate; sodium hydrogencarbonate; ozone; ethanethiol; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja027638q

Reference yield:

: 609828-32-2
(2E)-(6S,5R)-5-hydroxy-N-methoxy-6-methyl-N-methyl-7-(phenylmethoxy)hept-2-enamide

: 609828-38-8
1-{9-[(1R)-1-methyl-2-(phenylmethoxy)ethyl]-(9S,7R)-6,10-dioxaspiro[4.5]dec-7-yl}acetone

Guidance literature:: Multi-step reaction with 4 steps

1: 76 percent / potassium hexamethyldisilazide / tetrahydrofuran / 1.17 h / 0 °C

2: zinc(II) triflate; sodium bicarbonate; EtSH / CH₂Cl₂ / 20 h

3: 496 mg / PPTS / CH₂Cl₂ / 14 h

4: 92 percent / MeLi / tetrahydrofuran; diethyl ether / 0.33 h / -78 °C

With methyllithium; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; zinc trifluoromethanesulfonate; sodium hydrogencarbonate; ethanethiol; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja027638q