2-((2R,5S,6S)-6-((E)-1-(benzyldimethylsilyl)prop-1-en-2-yl)-5-methyltetrahydro-2H-pyran-2-yl)acetonitrile

Base Information

Chemical Name:2-((2R,5S,6S)-6-((E)-1-(benzyldimethylsilyl)prop-1-en-2-yl)-5-methyltetrahydro-2H-pyran-2-yl)acetonitrile
CAS No.:949148-92-9
Molecular Formula:C₂₀H₂₉NOSi
Molecular Weight:327.542
Hs Code.:

Synonyms:2-((2R,5S,6S)-6-((E)-1-(benzyldimethylsilyl)prop-1-en-2-yl)-5-methyltetrahydro-2H-pyran-2-yl)acetonitrile

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Chemical Property of 2-((2R,5S,6S)-6-((E)-1-(benzyldimethylsilyl)prop-1-en-2-yl)-5-methyltetrahydro-2H-pyran-2-yl)acetonitrile

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Technology Process of 2-((2R,5S,6S)-6-((E)-1-(benzyldimethylsilyl)prop-1-en-2-yl)-5-methyltetrahydro-2H-pyran-2-yl)acetonitrile

There total 6 articles about 2-((2R,5S,6S)-6-((E)-1-(benzyldimethylsilyl)prop-1-en-2-yl)-5-methyltetrahydro-2H-pyran-2-yl)acetonitrile 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:

: C₁₉H₂₈O₂Si

: 949148-92-9
2-((2R,5S,6S)-6-((E)-1-(benzyldimethylsilyl)prop-1-en-2-yl)-5-methyltetrahydro-2H-pyran-2-yl)acetonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: 350 mg / H₂ / chlorotris(triphenylphosphine)rhodium / 16 h / 20 °C / 3878.71 Torr

2: pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 20 °C

3: dimethylformamide / 2 h / Heating

With pyridine; dmap; hydrogen; Wilkinson's catalyst; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol701427k

Reference yield:

: 949148-82-7
(E)-3-(benzyldimethylsilyl)-2-methylacrylaldehyde

: 949148-92-9
2-((2R,5S,6S)-6-((E)-1-(benzyldimethylsilyl)prop-1-en-2-yl)-5-methyltetrahydro-2H-pyran-2-yl)acetonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: 65 percent / 2,6-di-tert-butylpyridine; trimethylsilyl trifluoromethanesulfonate / acetonitrile; CH₂Cl₂ / -78 - -20 °C

2: lithium aluminium hydride / diethyl ether / 0.67 h / 0 °C

3: 350 mg / H₂ / chlorotris(triphenylphosphine)rhodium / 16 h / 20 °C / 3878.71 Torr

4: pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 20 °C

5: dimethylformamide / 2 h / Heating

With pyridine; dmap; lithium aluminium tetrahydride; 2,6-di-tert-butyl-pyridine; trimethylsilyl trifluoromethanesulfonate; hydrogen; Wilkinson's catalyst; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol701427k

Reference yield:

: 949148-90-7
methyl (2R,5S,6S)-6-((E)-1-(benzyldimethylsilyl)prop-1-en-2-yl)-5-methyl-5,6-dihydro-2H-pyran-2-carboxylate

: 949148-92-9
2-((2R,5S,6S)-6-((E)-1-(benzyldimethylsilyl)prop-1-en-2-yl)-5-methyltetrahydro-2H-pyran-2-yl)acetonitrile

Guidance literature:: Multi-step reaction with 4 steps

1: lithium aluminium hydride / diethyl ether / 0.67 h / 0 °C

2: 350 mg / H₂ / chlorotris(triphenylphosphine)rhodium / 16 h / 20 °C / 3878.71 Torr

3: pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 20 °C

4: dimethylformamide / 2 h / Heating

With pyridine; dmap; lithium aluminium tetrahydride; hydrogen; Wilkinson's catalyst; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol701427k