1-[(2R,3S,6R)-tetrahydro-6-methyl-3-(phenylmethoxy)-2H-pyran-2-yl]-2-propanone

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Chemical Name:1-[(2R,3S,6R)-tetrahydro-6-methyl-3-(phenylmethoxy)-2H-pyran-2-yl]-2-propanone
CAS No.:265656-41-5
Molecular Formula:C₁₆H₂₂O₃
Molecular Weight:262.349
Hs Code.:

Synonyms:1-[(2R,3S,6R)-tetrahydro-6-methyl-3-(phenylmethoxy)-2H-pyran-2-yl]-2-propanone

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Chemical Property of 1-[(2R,3S,6R)-tetrahydro-6-methyl-3-(phenylmethoxy)-2H-pyran-2-yl]-2-propanone

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Technology Process of 1-[(2R,3S,6R)-tetrahydro-6-methyl-3-(phenylmethoxy)-2H-pyran-2-yl]-2-propanone

There total 21 articles about 1-[(2R,3S,6R)-tetrahydro-6-methyl-3-(phenylmethoxy)-2H-pyran-2-yl]-2-propanone 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: 57.0%

: 1-((3S,6R)-3-Benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-propan-2-ol

: 265656-41-5
1-[(2R,3S,6R)-tetrahydro-6-methyl-3-(phenylmethoxy)-2H-pyran-2-yl]-2-propanone

: 1-[(2S,3S,6R)-tetrahydro-6-methyl-3-(phenylmethoxy)-2H-pyran-2-yl]-2-propanone

Guidance literature:: With dipyridinium dichromate; In N,N-dimethyl-formamide; at 20 ℃; for 4h;
DOI:10.1016/S0957-4166(03)00126-5

Reference yield:

: 265656-33-5
(R)-4-((S)-1-Benzyloxy-but-3-enyl)-2-phenyl-[1,3]dioxane

: 265656-41-5
1-[(2R,3S,6R)-tetrahydro-6-methyl-3-(phenylmethoxy)-2H-pyran-2-yl]-2-propanone

Guidance literature:: Multi-step reaction with 10 steps

1.1: (c-Hex)2BH / tetrahydrofuran / -10 °C

1.2: 76 percent / H₂O₂; NaOH / tetrahydrofuran

3.1: tetrahydrofuran / -15 °C

5.1: p-TsOH / methanol

6.1: p-TsOH / benzene / Heating

7.1: DIBAH / CH₂Cl₂ / -45 °C

9.1: tetrahydrofuran / -15 °C

10.1: -10 °C

With bis(cyclohexanyl)borane; diisobutylaluminium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; benzene; 1.1: hydroboration / 1.2: Oxidation / 2.1: Oxidation / 3.1: Grignard reaction / 4.1: Oxidation / 5.1: Substitution / 6.1: intramolecular ketalization / 7.1: Reduction / 8.1: Oxidation / 9.1: Grignard reaction / 10.1: Oxidation;
DOI:10.3987/com-99-s60

Reference yield:

: (S)-4-Benzyloxy-4-((R)-2-phenyl-[1,3]dioxan-4-yl)-butyraldehyde

: 265656-41-5
1-[(2R,3S,6R)-tetrahydro-6-methyl-3-(phenylmethoxy)-2H-pyran-2-yl]-2-propanone

Guidance literature:: Multi-step reaction with 8 steps

1: tetrahydrofuran / -15 °C

3: p-TsOH / methanol

4: p-TsOH / benzene / Heating

5: DIBAH / CH₂Cl₂ / -45 °C

7: tetrahydrofuran / -15 °C

8: -10 °C

With diisobutylaluminium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; benzene; 1: Grignard reaction / 2: Oxidation / 3: Substitution / 4: intramolecular ketalization / 5: Reduction / 6: Oxidation / 7: Grignard reaction / 8: Oxidation;
DOI:10.3987/com-99-s60