1-{(1R)1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl]but-3-enyloxy}-1,1-diethyl-1-silapropane

Base Information

Chemical Name:1-{(1R)1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl]but-3-enyloxy}-1,1-diethyl-1-silapropane
CAS No.:609828-68-4
Molecular Formula:C₂₀H₃₄O₂Si
Molecular Weight:334.574
Hs Code.:

Synonyms:1-{(1R)1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl]but-3-enyloxy}-1,1-diethyl-1-silapropane

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Chemical Property of 1-{(1R)1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl]but-3-enyloxy}-1,1-diethyl-1-silapropane

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Technology Process of 1-{(1R)1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl]but-3-enyloxy}-1,1-diethyl-1-silapropane

There total 1 articles about 1-{(1R)1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl]but-3-enyloxy}-1,1-diethyl-1-silapropane 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: 99.0%

: 994-30-9
triethylsilyl chloride

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

: 609828-68-4
1-{(1R)1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl]but-3-enyloxy}-1,1-diethyl-1-silapropane

Guidance literature:: With 1H-imidazole; In dichloromethane; for 3h;
DOI:10.1021/ja027638q

Reference yield:

: 609828-68-4
1-{(1R)1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl]but-3-enyloxy}-1,1-diethyl-1-silapropane

: (2R,4R,6S)-1-[(7R,9R)-9-((S)-2-Benzyloxy-1-methyl-ethyl)-6,10-dioxa-spiro[4.5]dec-7-yl]-6-(tert-butyl-dimethyl-silanyloxy)-7-{(7S,9R)-9-[(E)-(3S,4S)-4-(4-methoxy-benzyloxy)-3,5-dimethyl-hex-1-enyl]-6,10-dioxa-spiro[4.5]dec-7-yl}-heptane-2,4-diol

Guidance literature:: Multi-step reaction with 7 steps

1.1: O₃ / CH₂Cl₂ / -78 °C

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

1.3: 86 percent / CH₂Cl₂ / 6 h / Heating

2.1: 76 percent / potassium hexamethyldisilazide / tetrahydrofuran / 1.17 h / 0 °C

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

4.1: 496 mg / PPTS / CH₂Cl₂ / 14 h

5.1: 92 percent / MeLi / tetrahydrofuran; diethyl ether / 0.33 h / -78 °C

6.1: diisopropylethylamine; dibutylboron triflate / diethyl ether / 0.5 h / -78 °C

6.2: 78 percent / diethyl ether / 4 h / -109 - -78 °C

7.1: (CH₃)4NHB(OAc)3; acetic acid / acetonitrile / 48 h / -25 °C

With di-n-butylboryl trifluoromethanesulfonate; methyllithium; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; zinc trifluoromethanesulfonate; sodium hydrogencarbonate; ozone; acetic acid; N-ethyl-N,N-diisopropylamine; ethanethiol; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;
DOI:10.1021/ja027638q

Reference yield:

: 609828-68-4
1-{(1R)1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl]but-3-enyloxy}-1,1-diethyl-1-silapropane

: 609828-66-2
(3S,5R,6S)-7-Benzyloxy-3,5-dihydroxy-6-methyl-heptanoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 3 steps

1.1: O₃ / CH₂Cl₂ / -78 °C

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

1.3: 86 percent / CH₂Cl₂ / 6 h / Heating

2.1: 76 percent / potassium hexamethyldisilazide / tetrahydrofuran / 1.17 h / 0 °C

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

With potassium hexamethylsilazane; zinc trifluoromethanesulfonate; sodium hydrogencarbonate; ozone; ethanethiol; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja027638q