(S)-3-(((R)-1-(1,3-dioxoisoindolin-2-yl)-2-phenylethyl)diphenylsilyl)-2-methylpropanoic acid

Base Information

Chemical Name:(S)-3-(((R)-1-(1,3-dioxoisoindolin-2-yl)-2-phenylethyl)diphenylsilyl)-2-methylpropanoic acid
CAS No.:1394293-52-7
Molecular Formula:C₃₂H₂₉NO₄Si
Molecular Weight:519.672
Hs Code.:

Synonyms:(S)-3-(((R)-1-(1,3-dioxoisoindolin-2-yl)-2-phenylethyl)diphenylsilyl)-2-methylpropanoic acid

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Chemical Property of (S)-3-(((R)-1-(1,3-dioxoisoindolin-2-yl)-2-phenylethyl)diphenylsilyl)-2-methylpropanoic acid

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Technology Process of (S)-3-(((R)-1-(1,3-dioxoisoindolin-2-yl)-2-phenylethyl)diphenylsilyl)-2-methylpropanoic acid

There total 7 articles about (S)-3-(((R)-1-(1,3-dioxoisoindolin-2-yl)-2-phenylethyl)diphenylsilyl)-2-methylpropanoic acid 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:

: 51343-48-7
3-methyl-1,1-diphenyl-silacyclopent-3-ene

: 1394293-52-7
(S)-3-(((R)-1-(1,3-dioxoisoindolin-2-yl)-2-phenylethyl)diphenylsilyl)-2-methylpropanoic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: monoisopinocampheylborane / -20 °C

2.1: hydrogen fluoride / ethanol / Heating

3.1: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

3.2: 14 h / -78 - -20 °C / Inert atmosphere

4.1: water; mercury dichloride / acetonitrile / 48 h / 20 °C

5.1: (3aS)-1-methyl-3, 3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole borane complex / dichloromethane / 2 h / -20 °C / Inert atmosphere

6.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 14 h / -5 - 20 °C

7.1: triphenylphosphine; ozone / methanol; dichloromethane / -78 - 20 °C / Inert atmosphere

8.1: sodium dihydrogenphosphate; 2-methyl-but-2-ene / tert-butyl alcohol; water / 0.5 h

8.2: 2 h

With sodium dihydrogenphosphate; 2-methyl-but-2-ene; (3aS)-1-methyl-3, 3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole borane complex; N,N,N,N,-tetramethylethylenediamine; monoisopinocampheylborane; hydrogen fluoride; water; sec.-butyllithium; ozone; triphenylphosphine; mercury dichloride; diethylazodicarboxylate; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; acetonitrile; tert-butyl alcohol; 1.1: |Brown Hydroboration / 6.1: |Mitsunobu Displacement;
DOI:10.1021/ol301933n

Reference yield:

: 1394293-48-1
(S)-(2-benzyl-1,3-dithian-2-yl)(2-methylbut-3-enyl)diphenylsilane

: 1394293-52-7
(S)-3-(((R)-1-(1,3-dioxoisoindolin-2-yl)-2-phenylethyl)diphenylsilyl)-2-methylpropanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: water; mercury dichloride / acetonitrile / 48 h / 20 °C

2.1: (3aS)-1-methyl-3, 3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole borane complex / dichloromethane / 2 h / -20 °C / Inert atmosphere

3.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 14 h / -5 - 20 °C

4.1: triphenylphosphine; ozone / methanol; dichloromethane / -78 - 20 °C / Inert atmosphere

5.1: sodium dihydrogenphosphate; 2-methyl-but-2-ene / tert-butyl alcohol; water / 0.5 h

5.2: 2 h

With sodium dihydrogenphosphate; 2-methyl-but-2-ene; (3aS)-1-methyl-3, 3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole borane complex; water; ozone; triphenylphosphine; mercury dichloride; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; tert-butyl alcohol; 3.1: |Mitsunobu Displacement;
DOI:10.1021/ol301933n

Reference yield:

: 3-methyl-4-(fluorodiphenylsilyl)-1-butene

: 1394293-52-7
(S)-3-(((R)-1-(1,3-dioxoisoindolin-2-yl)-2-phenylethyl)diphenylsilyl)-2-methylpropanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

1.2: 14 h / -78 - -20 °C / Inert atmosphere

2.1: water; mercury dichloride / acetonitrile / 48 h / 20 °C

3.1: (3aS)-1-methyl-3, 3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole borane complex / dichloromethane / 2 h / -20 °C / Inert atmosphere

4.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 14 h / -5 - 20 °C

5.1: triphenylphosphine; ozone / methanol; dichloromethane / -78 - 20 °C / Inert atmosphere

6.1: sodium dihydrogenphosphate; 2-methyl-but-2-ene / tert-butyl alcohol; water / 0.5 h

6.2: 2 h

With sodium dihydrogenphosphate; 2-methyl-but-2-ene; (3aS)-1-methyl-3, 3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole borane complex; N,N,N,N,-tetramethylethylenediamine; water; sec.-butyllithium; ozone; triphenylphosphine; mercury dichloride; diethylazodicarboxylate; In tetrahydrofuran; methanol; hexane; dichloromethane; water; acetonitrile; tert-butyl alcohol; 4.1: |Mitsunobu Displacement;
DOI:10.1021/ol301933n