[(2S,6R)-6-benzyloxymethyl-4-methylene-tetrahydropyran-2-yl]-acetic acid

Base Information

Chemical Name:[(2S,6R)-6-benzyloxymethyl-4-methylene-tetrahydropyran-2-yl]-acetic acid
CAS No.:940877-34-9
Molecular Formula:C₁₆H₂₀O₄
Molecular Weight:276.332
Hs Code.:

Synonyms:[(2S,6R)-6-benzyloxymethyl-4-methylene-tetrahydropyran-2-yl]-acetic acid

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Chemical Property of [(2S,6R)-6-benzyloxymethyl-4-methylene-tetrahydropyran-2-yl]-acetic acid

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Technology Process of [(2S,6R)-6-benzyloxymethyl-4-methylene-tetrahydropyran-2-yl]-acetic acid

There total 3 articles about [(2S,6R)-6-benzyloxymethyl-4-methylene-tetrahydropyran-2-yl]-acetic 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: 94.0%

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

: 940877-34-9
[(2S,6R)-6-benzyloxymethyl-4-methylene-tetrahydropyran-2-yl]-acetic acid

Guidance literature:: With sodium chlorite; potassium dihydrogenphosphate; 2-methyl-but-2-ene; In tert-butyl alcohol; at -5 ℃; for 4h;
DOI:10.1021/ol070573h

Reference yield:

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

: 940877-34-9
[(2S,6R)-6-benzyloxymethyl-4-methylene-tetrahydropyran-2-yl]-acetic acid

Guidance literature:: Multi-step reaction with 2 steps

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

2: 94 percent / 2-methyl-2-butene; aq. KH₂PO₄; NaClO₂ / 2-methyl-propan-2-ol / 4 h / -5 °C

With sodium chlorite; potassium dihydrogenphosphate; 2-methyl-but-2-ene; pyridine-SO₃ complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; tert-butyl alcohol; 2: Pinnick oxidation;
DOI:10.1021/ol070573h

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

: 940877-34-9
[(2S,6R)-6-benzyloxymethyl-4-methylene-tetrahydropyran-2-yl]-acetic acid

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 94 percent / 2-methyl-2-butene; aq. KH₂PO₄; NaClO₂ / 2-methyl-propan-2-ol / 4 h / -5 °C

With sodium chlorite; potassium dihydrogenphosphate; 2-methyl-but-2-ene; pyridine-SO₃ complex; tetrabutyl ammonium fluoride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; tert-butyl alcohol; 3: Pinnick oxidation;
DOI:10.1021/ol070573h