(2S,3S)-2-(naphthalen-2-ylmethoxy)-6-oxohexan-3-yl benzoate

Base Information

Chemical Name:(2S,3S)-2-(naphthalen-2-ylmethoxy)-6-oxohexan-3-yl benzoate
CAS No.:1353039-44-7
Molecular Formula:C₂₄H₂₄O₄
Molecular Weight:376.452
Hs Code.:

Synonyms:(2S,3S)-2-(naphthalen-2-ylmethoxy)-6-oxohexan-3-yl benzoate

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Chemical Property of (2S,3S)-2-(naphthalen-2-ylmethoxy)-6-oxohexan-3-yl benzoate

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Technology Process of (2S,3S)-2-(naphthalen-2-ylmethoxy)-6-oxohexan-3-yl benzoate

There total 4 articles about (2S,3S)-2-(naphthalen-2-ylmethoxy)-6-oxohexan-3-yl benzoate 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: 98.0%

: 1353039-37-8
(2S,3S)-6-hydroxy-2-(naphthalen-2-ylmethoxy)hexan-3-yl benzoate

: 1353039-44-7
(2S,3S)-2-(naphthalen-2-ylmethoxy)-6-oxohexan-3-yl benzoate

Guidance literature:: With pyridine-SO₃ complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;
DOI:10.1021/jo201883k

Reference yield:

: (2S)-2-(naphthalen-2-ylmethoxy)hex-5-en-3-ol

: 1353039-44-7
(2S,3S)-2-(naphthalen-2-ylmethoxy)-6-oxohexan-3-yl benzoate

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 2 h / 0 - 20 °C / Inert atmosphere

2: tris(triphenylphosphine)rhodium(l) chloride / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

3: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran; methanol; water / Inert atmosphere

4: pyridine-SO₃ complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere

With pyridine; tris(triphenylphosphine)rhodium(l) chloride; pyridine-SO₃ complex; dihydrogen peroxide; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; 4: Parikh-Doering oxidation;
DOI:10.1021/jo201883k

Reference yield:

: 1353039-27-6
C₂₄H₂₄O₃

: 1353039-44-7
(2S,3S)-2-(naphthalen-2-ylmethoxy)-6-oxohexan-3-yl benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: tris(triphenylphosphine)rhodium(l) chloride / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

2: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran; methanol; water / Inert atmosphere

3: pyridine-SO₃ complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere

With tris(triphenylphosphine)rhodium(l) chloride; pyridine-SO₃ complex; dihydrogen peroxide; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; 3: Parikh-Doering oxidation;
DOI:10.1021/jo201883k