2-{(6R,2S)-4-methylene-6-[(phenylmethoxy)methyl]-3,5,6-trihydro-2H-pyran-2-yl}ethanal

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Chemical Name:2-{(6R,2S)-4-methylene-6-[(phenylmethoxy)methyl]-3,5,6-trihydro-2H-pyran-2-yl}ethanal
CAS No.:419541-48-3
Molecular Formula:C₁₆H₂₀O₃
Molecular Weight:260.333
Hs Code.:

Synonyms:2-{(6R,2S)-4-methylene-6-[(phenylmethoxy)methyl]-3,5,6-trihydro-2H-pyran-2-yl}ethanal

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Chemical Property of 2-{(6R,2S)-4-methylene-6-[(phenylmethoxy)methyl]-3,5,6-trihydro-2H-pyran-2-yl}ethanal

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Technology Process of 2-{(6R,2S)-4-methylene-6-[(phenylmethoxy)methyl]-3,5,6-trihydro-2H-pyran-2-yl}ethanal

There total 3 articles about 2-{(6R,2S)-4-methylene-6-[(phenylmethoxy)methyl]-3,5,6-trihydro-2H-pyran-2-yl}ethanal 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: 97.0%

: 419541-69-8
2-{(6R,2S)-4-methylene-6-[(phenylmethoxy)methyl]-3,5,6-trihydro-2H-pyran-2-yl}ethan-1-ol

: 419541-48-3
2-{(6R,2S)-4-methylene-6-[(phenylmethoxy)methyl]-3,5,6-trihydro-2H-pyran-2-yl}ethanal

Guidance literature:: With pyridine-SO₃ complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -10 ℃; for 1h;
DOI:10.1021/ol070573h

Reference yield:

: 60656-87-3
benzyloxyacetoaldehyde

: 419541-48-3
2-{(6R,2S)-4-methylene-6-[(phenylmethoxy)methyl]-3,5,6-trihydro-2H-pyran-2-yl}ethanal

Guidance literature:: Multi-step reaction with 4 steps

1: BINOL titanium tetraisopropoxide / CH₂Cl₂

2: 97 percent / trimethylsilyltrifluoromethanesulfonate / diethyl ether / 0.33 h / -78 °C

3: 84 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

4: 66 percent / tetrapropylammonium perruthenate; 4-methylmorpholine-N-oxide / CH₂Cl₂ / 0.25 h

With tetrapropylammonium perruthennate; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; 4-methylmorpholine N-oxide; titanium(IV) isopropylate; 1,1'-bi-2-naphthol; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ol025645d

Reference yield:

: 419541-63-2
1-(2-{(6R,2S)-4-methylene-6-[(phenylmethoxy)methyl](3,5,6-trihydro-2H-pyran-2-yl)}ethoxy)-2,2-dimethyl-1,1-diphenyl-1-silapropane

: 419541-48-3
2-{(6R,2S)-4-methylene-6-[(phenylmethoxy)methyl]-3,5,6-trihydro-2H-pyran-2-yl}ethanal

Guidance literature:: Multi-step reaction with 2 steps

1: 69 percent / TBAF / tetrahydrofuran / 4 h / 20 °C

2: 97 percent / Huenig's base; DMSO; SO₃*Py / CH₂Cl₂ / 1 h / -10 °C

With pyridine-SO₃ complex; tetrabutyl ammonium fluoride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol070573h