[1S-(1α,2β,3β)]-(2-(4-methoxyphenyl)-3-triisopropylsilyloxymethyl)cyclopropane-1N-allyloxycarbonylaminocyclopropane

Base Information

Chemical Name:[1S-(1α,2β,3β)]-(2-(4-methoxyphenyl)-3-triisopropylsilyloxymethyl)cyclopropane-1N-allyloxycarbonylaminocyclopropane
CAS No.:443149-83-5
Molecular Formula:C₂₄H₃₉NO₄Si
Molecular Weight:433.663
Hs Code.:

Synonyms:[1S-(1α,2β,3β)]-(2-(4-methoxyphenyl)-3-triisopropylsilyloxymethyl)cyclopropane-1N-allyloxycarbonylaminocyclopropane

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Chemical Property of [1S-(1α,2β,3β)]-(2-(4-methoxyphenyl)-3-triisopropylsilyloxymethyl)cyclopropane-1N-allyloxycarbonylaminocyclopropane

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Technology Process of [1S-(1α,2β,3β)]-(2-(4-methoxyphenyl)-3-triisopropylsilyloxymethyl)cyclopropane-1N-allyloxycarbonylaminocyclopropane

There total 5 articles about [1S-(1α,2β,3β)]-(2-(4-methoxyphenyl)-3-triisopropylsilyloxymethyl)cyclopropane-1N-allyloxycarbonylaminocyclopropane 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:

: 37614-59-8
4-(4-methoxyphenyl)prop-2-yn-1-ol

: 443149-83-5
[1S-(1α,2β,3β)]-(2-(4-methoxyphenyl)-3-triisopropylsilyloxymethyl)cyclopropane-1N-allyloxycarbonylaminocyclopropane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 84 percent / NaOH; H₂; ethylenediamine / Ni(OAc)2*4H₂O; NaBH₄ / ethanol / 72 h / 760.05 Torr

2.1: N,N-dimethylaniline / CH₂Cl₂ / 0.17 h / 0 °C

2.2: 65 percent / triethylamine / CH₂Cl₂ / 20 °C

3.1: Rh₂[5(S)-MEPY]4 / CH₂Cl₂ / 18 h / Heating

3.2: Me₃Al / hexane; CH₂Cl₂ / 20 °C

3.3: 2,6-lutidine / CH₂Cl₂; H₂O / 2 h / 0 °C

4.1: t-BuOK / diethyl ether / 0 - 20 °C

4.2: H₂O / diethyl ether / 0.25 h / 20 °C

5.1: ethyl chloroformate; Et₃N / acetone; H₂O / 0.5 h / 0 °C

5.2: NaN₃ / H₂O; acetone / 2 h / 0 °C

5.3: toluene / 3 h / Heating

With sodium hydroxide; potassium tert-butylate; hydrogen; chloroformic acid ethyl ester; N,N-dimethyl-aniline; ethylenediamine; triethylamine; sodium tetrahydroborate; Rh₂[(2S)-5-hydroxypyrrolidine-2-COOMe]4; nickel diacetate; In diethyl ether; ethanol; dichloromethane; water; acetone; 2.2: Corey-Myers reaction / 3.2: Weinreb reaction / 5.3: Curtius reaction;
DOI:10.1021/jo0110698

Reference yield:

: 173542-65-9
(Z)-3-(4-methoxyphenyl)prop-2-en-1-ol

: 443149-83-5
[1S-(1α,2β,3β)]-(2-(4-methoxyphenyl)-3-triisopropylsilyloxymethyl)cyclopropane-1N-allyloxycarbonylaminocyclopropane

Guidance literature:: Multi-step reaction with 4 steps

1.1: N,N-dimethylaniline / CH₂Cl₂ / 0.17 h / 0 °C

1.2: 65 percent / triethylamine / CH₂Cl₂ / 20 °C

2.1: Rh₂[5(S)-MEPY]4 / CH₂Cl₂ / 18 h / Heating

2.2: Me₃Al / hexane; CH₂Cl₂ / 20 °C

2.3: 2,6-lutidine / CH₂Cl₂; H₂O / 2 h / 0 °C

3.1: t-BuOK / diethyl ether / 0 - 20 °C

3.2: H₂O / diethyl ether / 0.25 h / 20 °C

4.1: ethyl chloroformate; Et₃N / acetone; H₂O / 0.5 h / 0 °C

4.2: NaN₃ / H₂O; acetone / 2 h / 0 °C

4.3: toluene / 3 h / Heating

With potassium tert-butylate; chloroformic acid ethyl ester; N,N-dimethyl-aniline; triethylamine; Rh₂[(2S)-5-hydroxypyrrolidine-2-COOMe]4; In diethyl ether; dichloromethane; water; acetone; 1.2: Corey-Myers reaction / 2.2: Weinreb reaction / 4.3: Curtius reaction;
DOI:10.1021/jo0110698

Reference yield:

: 443149-79-9
3-(4-methoxyphenyl)-(2Z)-propenyl diazoacetate

: 443149-83-5
[1S-(1α,2β,3β)]-(2-(4-methoxyphenyl)-3-triisopropylsilyloxymethyl)cyclopropane-1N-allyloxycarbonylaminocyclopropane

Guidance literature:: Multi-step reaction with 3 steps

1.1: Rh₂[5(S)-MEPY]4 / CH₂Cl₂ / 18 h / Heating

1.2: Me₃Al / hexane; CH₂Cl₂ / 20 °C

1.3: 2,6-lutidine / CH₂Cl₂; H₂O / 2 h / 0 °C

2.1: t-BuOK / diethyl ether / 0 - 20 °C

2.2: H₂O / diethyl ether / 0.25 h / 20 °C

3.1: ethyl chloroformate; Et₃N / acetone; H₂O / 0.5 h / 0 °C

3.2: NaN₃ / H₂O; acetone / 2 h / 0 °C

3.3: toluene / 3 h / Heating

With potassium tert-butylate; chloroformic acid ethyl ester; triethylamine; Rh₂[(2S)-5-hydroxypyrrolidine-2-COOMe]4; In diethyl ether; dichloromethane; water; acetone; 1.2: Weinreb reaction / 3.3: Curtius reaction;
DOI:10.1021/jo0110698