Allyl-[(1S,6S)-3-(tert-butyl-dimethyl-silanyloxy)-6-ethyl-6-vinyl-cyclohex-2-enyl]-carbamic acid methyl ester

Base Information

Chemical Name:Allyl-[(1S,6S)-3-(tert-butyl-dimethyl-silanyloxy)-6-ethyl-6-vinyl-cyclohex-2-enyl]-carbamic acid methyl ester
CAS No.:434934-47-1
Molecular Formula:C₂₁H₃₇NO₃Si
Molecular Weight:379.615
Hs Code.:

Synonyms:Allyl-[(1S,6S)-3-(tert-butyl-dimethyl-silanyloxy)-6-ethyl-6-vinyl-cyclohex-2-enyl]-carbamic acid methyl ester

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Chemical Property of Allyl-[(1S,6S)-3-(tert-butyl-dimethyl-silanyloxy)-6-ethyl-6-vinyl-cyclohex-2-enyl]-carbamic acid methyl ester

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Technology Process of Allyl-[(1S,6S)-3-(tert-butyl-dimethyl-silanyloxy)-6-ethyl-6-vinyl-cyclohex-2-enyl]-carbamic acid methyl ester

There total 1 articles about Allyl-[(1S,6S)-3-(tert-butyl-dimethyl-silanyloxy)-6-ethyl-6-vinyl-cyclohex-2-enyl]-carbamic acid methyl ester 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:

: 1779-49-3
Methyltriphenylphosphonium bromide

: 434934-46-0
Allyl-[(1S,6R)-3-(tert-butyl-dimethyl-silanyloxy)-6-ethyl-6-formyl-cyclohex-2-enyl]-carbamic acid methyl ester

: 434934-47-1
Allyl-[(1S,6S)-3-(tert-butyl-dimethyl-silanyloxy)-6-ethyl-6-vinyl-cyclohex-2-enyl]-carbamic acid methyl ester

Guidance literature:: Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 1h;

Allyl-[(1S,6R)-3-(tert-butyl-dimethyl-silanyloxy)-6-ethyl-6-formyl-cyclohex-2-enyl]-carbamic acid methyl ester; In tetrahydrofuran; hexane; at -78 - 20 ℃; Further stages.;
DOI:10.1021/ja017863s

Reference yield:

: 434934-47-1
Allyl-[(1S,6S)-3-(tert-butyl-dimethyl-silanyloxy)-6-ethyl-6-vinyl-cyclohex-2-enyl]-carbamic acid methyl ester

: 4850-21-9
quebrachamine

Guidance literature:: Multi-step reaction with 8 steps

1: Grubb's catalyst / CH₂Cl₂ / 44 h / Heating

2: 3.54 g / tetrahydrofuran; dimethylsulfoxide / 3.5 h / 20 °C

3: aq. TiCl₃; ammonium acetate / acetone / 0.5 h

4: trimethylsilyl iodide / CH₂Cl₂ / 1 h / Heating

5: Na₂CO₃ / ethanol / 15 h / Heating

6: MsCl; NEt₃ / CH₂Cl₂ / 0.5 h / -15 °C

7: t-BuOK / CH₂Cl₂; tetrahydrofuran / 0.75 h / -15 - 20 °C

8: 69 percent / H₂; AcOH / Pt₂O / 2 h / 20 °C / atmospheric pressure

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; ammonium acetate; titanium(III) chloride; trimethylsilyl iodide; potassium tert-butylate; hydrogen; sodium carbonate; acetic acid; methanesulfonyl chloride; triethylamine; Adam’s catalyst; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; acetone;
DOI:10.1021/ja017863s

Reference yield:

: 434934-47-1
Allyl-[(1S,6S)-3-(tert-butyl-dimethyl-silanyloxy)-6-ethyl-6-vinyl-cyclohex-2-enyl]-carbamic acid methyl ester

: (4aS,8aS)-4a-Ethyl-8-(2-nitro-phenyl)-7-oxo-4a,5,6,7,8,8a-hexahydro-2H-quinoline-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: Grubb's catalyst / CH₂Cl₂ / 44 h / Heating

2: 3.54 g / tetrahydrofuran; dimethylsulfoxide / 3.5 h / 20 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/ja017863s