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

Base Information

Chemical Name:Allyl-[(1S,6R)-3-(tert-butyl-dimethyl-silanyloxy)-6-ethyl-6-formyl-cyclohex-2-enyl]-carbamic acid methyl ester
CAS No.:434934-46-0
Molecular Formula:C₂₀H₃₅NO₄Si
Molecular Weight:381.588
Hs Code.:

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

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

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

There total 4 articles about Allyl-[(1S,6R)-3-(tert-butyl-dimethyl-silanyloxy)-6-ethyl-6-formyl-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: 91.0%

: 922-63-4
ethylacrolein

: 219826-41-2
allyl-[3-(tert-butyl-dimethyl-silanyloxy)-buta-1,3-dienyl]-carbamic acid methyl ester

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

Guidance literature:: With [Mn(Sal^tBu)][SbF₆]; 4 A molecular sieve; In dichloromethane; at -40 ℃; for 48h;
DOI:10.1021/ja017863s

Reference yield:

: 19364-21-7
methyl allylcarbamate

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

Guidance literature:: Multi-step reaction with 3 steps

1.1: 90 percent / TsOH / CHCl₃ / 27 h / Heating

2.1: NaHDMS / tetrahydrofuran / 1 h / -78 °C

2.2: 6.00 g / tetrahydrofuran / 2 h / -78 °C

3.1: 91 percent / Jacobsen's chiral Cr(III)-salen complex hexafluoroantimonate; 4A molecular sieves / CH₂Cl₂ / 48 h / -40 °C

With [Mn(Sal^tBu)][SbF₆]; 4 A molecular sieve; sodium hexamethyldisilazane; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; chloroform; 3.1: catalytic asymmetric Diels-Alder cycloaddition;
DOI:10.1021/ja017863s

Reference yield:

: 92676-71-6
(Z)-4-(allylamino)but-3-en-2-one

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

Guidance literature:: Multi-step reaction with 3 steps

1.1: 40 percent / R₃N

2.1: NaHDMS / tetrahydrofuran / 1 h / -78 °C

2.2: 6.00 g / tetrahydrofuran / 2 h / -78 °C

3.1: 91 percent / Jacobsen's chiral Cr(III)-salen complex hexafluoroantimonate; 4A molecular sieves / CH₂Cl₂ / 48 h / -40 °C

With [Mn(Sal^tBu)][SbF₆]; 4 A molecular sieve; sodium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 3.1: catalytic asymmetric Diels-Alder cycloaddition;
DOI:10.1021/ja017863s