[(2R,3S,6S)-6-((2R)-2-benzyloxy-6-methylhept-3-enyl)-3-methyltetrahydropyran-2-yl]acetaldehyde

Base Information

• Chemical Name: [(2R,3S,6S)-6-((2R)-2-benzyloxy-6-methylhept-3-enyl)-3-methyltetrahydropyran-2-yl]acetaldehyde
• CAS No.: 623566-45-0
• Molecular Formula: C₂₃H₃₄O₃
• Molecular Weight: 358.521

Synonyms:[(2R,3S,6S)-6-((2R)-2-benzyloxy-6-methylhept-3-enyl)-3-methyltetrahydropyran-2-yl]acetaldehyde

Chemical Property of [(2R,3S,6S)-6-((2R)-2-benzyloxy-6-methylhept-3-enyl)-3-methyltetrahydropyran-2-yl]acetaldehyde

Chemical Property:

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Technology Process of [(2R,3S,6S)-6-((2R)-2-benzyloxy-6-methylhept-3-enyl)-3-methyltetrahydropyran-2-yl]acetaldehyde

There total 41 articles about [(2R,3S,6S)-6-((2R)-2-benzyloxy-6-methylhept-3-enyl)-3-methyltetrahydropyran-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: 86.0%

acetic acid (3S,6S)-6-((2R)-2-benzyloxy-6-methylhept-3-enyl)-3-methyltetrahydropyran-2-yl ester (913193-79-0) + trimethylsiloxyethene (6213-94-1) → [(2S,3S,6S)-6-((2R)-2-benzyloxy-6-methylhept-3-enyl)-3-methyltetrahydropyran-2-yl]acetaldehyde + [(2R,3S,6S)-6-((2R)-2-benzyloxy-6-methylhept-3-enyl)-3-methyltetrahydropyran-2-yl]acetaldehyde (623566-45-0)

Guidance literature:

With zinc(II) chloride; In diethyl ether; dichloromethane; at 0 ℃; for 1h;

DOI:10.1021/jo0610412

Reference yield: 80.0%

[(6S)-((2R)-benzyloxy-6-methyl-hept-3-enyl)-(3S)-methyltetrahydro-pyran-(2S)-yl]-ethanol (623566-57-4) → [(2R,3S,6S)-6-((2R)-2-benzyloxy-6-methylhept-3-enyl)-3-methyltetrahydropyran-2-yl]acetaldehyde (623566-45-0)

Guidance literature:

With pyridine; Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/ol035581m

Reference yield: 80.0%

2-[(2R,3S,6R)-6-((E)-(R)-2-Benzyloxy-6-methyl-hept-3-enyl)-3-methyl-3,6-dihydro-2H-pyran-2-yl]-ethanol → [(2R,3S,6S)-6-((2R)-2-benzyloxy-6-methylhept-3-enyl)-3-methyltetrahydropyran-2-yl]acetaldehyde (623566-45-0)

Guidance literature:

With pyridine; Dess-Martin periodane; In dichloromethane;

DOI:10.1021/jo0610412

upstream raw materials:

[(6S)-((2R)-benzyloxy-6-methyl-hept-3-enyl)-(3S)-methyltetrahydro-pyran-(2S)-yl]-ethanol

acetic acid (3S,6S)-6-((2R)-2-benzyloxy-6-methylhept-3-enyl)-3-methyltetrahydropyran-2-yl ester

trimethylsiloxyethene

1,1-diiodo-3-methylbutane

Downstream raw materials:

(6-{5-[6-(2-benzyloxy-6-methyl-hept-3-enyl)-3-methyl-tetrahydro-pyran-2-yl]-4-hydroxy-2-oxo-pentyl}-2,2-dimethyl-[1,3]-dioxan-4-yl)acetic acid tert-butyl ester

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