[(2R,3S,6S)-6-(2-Benzyloxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-acetaldehyde

Base Information

Chemical Name:[(2R,3S,6S)-6-(2-Benzyloxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-acetaldehyde
CAS No.:365404-32-6
Molecular Formula:C₁₇H₂₄O₃
Molecular Weight:276.376
Hs Code.:

Synonyms:[(2R,3S,6S)-6-(2-Benzyloxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-acetaldehyde

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Chemical Property of [(2R,3S,6S)-6-(2-Benzyloxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-acetaldehyde

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Technology Process of [(2R,3S,6S)-6-(2-Benzyloxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-acetaldehyde

There total 9 articles about [(2R,3S,6S)-6-(2-Benzyloxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-acetaldehyde 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: 95.0%

: 365404-53-1
(2R,3S,6S)-2-Allyl-6-(2-benzyloxy-ethyl)-3-methyl-tetrahydro-pyran

: 365404-32-6
[(2R,3S,6S)-6-(2-Benzyloxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-acetaldehyde

Guidance literature:: With ozone; triphenylphosphine; In dichloromethane; at 20 ℃; for 1.25h;
DOI:10.1021/ja011377n

Reference yield:

: 365404-50-8
(2S,5S)-7-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-methyl-heptanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide

: 365404-32-6
[(2R,3S,6S)-6-(2-Benzyloxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-acetaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1.1: 77 percent / aq. sulfuric acid / dioxane / 0.5 h / 95 °C

2.1: DIBALH / CH₂Cl₂; hexane / 0.75 h

2.2: 95 percent / pyridine; DMAP / CH₂Cl₂; hexane / -78 - 0 °C

3.1: 97 percent / boron trifluoride etherate / CH₂Cl₂ / 2 h / -78 °C

4.1: 95 percent / triphenylphosphine; ozone / CH₂Cl₂ / 1.25 h / 20 °C

With sulfuric acid; boron trifluoride diethyl etherate; diisobutylaluminium hydride; ozone; triphenylphosphine; In 1,4-dioxane; hexane; dichloromethane;
DOI:10.1021/ja011377n

Reference yield:

: 365404-52-0
Acetic acid (3S,6S)-6-(2-benzyloxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl ester

: 365404-32-6
[(2R,3S,6S)-6-(2-Benzyloxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-acetaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / boron trifluoride etherate / CH₂Cl₂ / 2 h / -78 °C

2: 95 percent / triphenylphosphine; ozone / CH₂Cl₂ / 1.25 h / 20 °C

With boron trifluoride diethyl etherate; ozone; triphenylphosphine; In dichloromethane;
DOI:10.1021/ja011377n