(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenylselanyl-cyclohex-3-enecarboxylic acid methyl ester

Base Information

Chemical Name:(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenylselanyl-cyclohex-3-enecarboxylic acid methyl ester
CAS No.:202339-48-8
Molecular Formula:C₂₀H₃₀O₃SeSi
Molecular Weight:425.502
Hs Code.:

Synonyms:(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenylselanyl-cyclohex-3-enecarboxylic acid methyl ester

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Chemical Property of (1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenylselanyl-cyclohex-3-enecarboxylic acid methyl ester

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Technology Process of (1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenylselanyl-cyclohex-3-enecarboxylic acid methyl ester

There total 7 articles about (1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenylselanyl-cyclohex-3-enecarboxylic 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: 86.5%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 202339-46-6
(1S,2S)-2-Hydroxy-1-phenylselanyl-cyclohex-3-enecarboxylic acid methyl ester

: 202339-48-8
(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenylselanyl-cyclohex-3-enecarboxylic acid methyl ester

Guidance literature:: With 1H-imidazole; dmap; In dichloromethane; for 44h; Ambient temperature;
DOI:10.1021/ja973081g

Reference yield:

: 77300-23-3,881832-47-9
cyclohex-(±)-(1R*,4S*)-2-ene-1,4-diyl dibenzoate

: 202339-48-8
(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenylselanyl-cyclohex-3-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: bis(η3-allyl-μ-chloropalladium(II)); (-)-(1,2)-bis<(diphenylphosphino)benzamido>cyclohexane; sodium hydrogencarbonate / tetrahydrofuran / 1 h

2: palladium dibenzylideneacetone; triphenylphosphine / tetrahydrofuran / 4 h / 60 °C

3: tin(ll) chloride / acetonitrile / 24 h / Ambient temperature

4: potassium carbonate / 1 h / Heating

5: molybdenum hexacarbonyl; boric acid / methanol; acetonitrile / 3 h / Heating

6: lithium diisopropyl amide / 1.) THF, hexane, a) -78 deg C, 40 min, b) 0 deg C, 10 min, 2.) THF, hexane, 0 deg C, 3 h

7: 1H-imidazole; dmap / dichloromethane / 44 h / Ambient temperature

With 1H-imidazole; dmap; palladium dibenzylideneacetone; bis(η3-allyl-μ-chloropalladium(II)); (-)-(1,2)-bis<(diphenylphosphino)benzamido>cyclohexane; molybdenum hexacarbonyl; boric acid; sodium hydrogencarbonate; potassium carbonate; triphenylphosphine; tin(ll) chloride; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/ja973081g

Reference yield:

: 202339-44-4
(3aR,7aS)-3-Methoxy-3a,4,5,7a-tetrahydro-benzo[d]isoxazole

: 202339-48-8
(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenylselanyl-cyclohex-3-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: molybdenum hexacarbonyl; boric acid / methanol; acetonitrile / 3 h / Heating

2: lithium diisopropyl amide / 1.) THF, hexane, a) -78 deg C, 40 min, b) 0 deg C, 10 min, 2.) THF, hexane, 0 deg C, 3 h

3: 1H-imidazole; dmap / dichloromethane / 44 h / Ambient temperature

With 1H-imidazole; dmap; molybdenum hexacarbonyl; boric acid; lithium diisopropyl amide; In methanol; dichloromethane; acetonitrile;
DOI:10.1021/ja973081g