(+)-(5S,6S)-6-Hydroxy-5-trimethylsilyloxy-5,6-dihydro-β-ionylidenaethanal

Base Information

• Chemical Name: (+)-(5S,6S)-6-Hydroxy-5-trimethylsilyloxy-5,6-dihydro-β-ionylidenaethanal
• CAS No.: 81757-22-4
• Molecular Formula: C₁₈H₃₂O₃Si
• Molecular Weight: 324.536

Synonyms:(+)-(5S,6S)-6-Hydroxy-5-trimethylsilyloxy-5,6-dihydro-β-ionylidenaethanal

Chemical Property of (+)-(5S,6S)-6-Hydroxy-5-trimethylsilyloxy-5,6-dihydro-β-ionylidenaethanal

Chemical Property:

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Technology Process of (+)-(5S,6S)-6-Hydroxy-5-trimethylsilyloxy-5,6-dihydro-β-ionylidenaethanal

There total 2 articles about (+)-(5S,6S)-6-Hydroxy-5-trimethylsilyloxy-5,6-dihydro-β-ionylidenaethanal 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: 74.0%

(+)-(5S,6S)-6-Hydroxy-5-trimethylsilyloxy-5,6-dihydro-β-ionylidenaethanol (81757-21-3) → (+)-(5S,6S)-6-Hydroxy-5-trimethylsilyloxy-5,6-dihydro-β-ionylidenaethanal (81757-22-4)

Guidance literature:

With manganese(IV) oxide; In ethyl acetate; for 0.5h; Ambient temperature;

DOI:10.1002/hlca.19820650137

Reference yield:

(2E,4E)-5-((1S,6S)-1-Hydroxy-2,2,6-trimethyl-6-trimethylsilanyloxy-cyclohexyl)-3-methyl-penta-2,4-dienoic acid methyl ester → (+)-(5S,6S)-6-Hydroxy-5-trimethylsilyloxy-5,6-dihydro-β-ionylidenaethanal (81757-22-4)

Guidance literature:

Multi-step reaction with 2 steps

1: DIBAL / tetrahydrofuran / 1.5 h / Ambient temperature

2: 74 percent / MnO₂ / ethyl acetate / 0.5 h / Ambient temperature

With manganese(IV) oxide; diisobutylaluminium hydride; In tetrahydrofuran; ethyl acetate;

DOI:10.1002/hlca.19820650137

Reference yield: 80.0%

methyl 4-diethylphosphono-3-methyl-2-butenoate (19945-56-3) + (+)-(5S,6S)-6-Hydroxy-5-trimethylsilyloxy-5,6-dihydro-β-ionylidenaethanal (81757-22-4) → (+)-(5S,6S)-6-Hydroxy-5-trimethylsilyloxy-5,6-dihydrovitamin-A-saeure-methylester

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; for 2.5h; Ambient temperature;

DOI:10.1002/hlca.19820650137

upstream raw materials:

(+)-(5S,6S)-6-Hydroxy-5-trimethylsilyloxy-5,6-dihydro-β-ionylidenaethanol

Downstream raw materials:

(+)-methyl azafrinate

(+)-(5S,6S)-5,6-Dihydroxy-5,6-dihydrovitamin-A-saeure-methylester

(+)-(5S,6S)-6-Hydroxy-5-trimethylsilyloxy-5,6-dihydro-10'-apo-β-carotin-10'-saeure-methylester

(+)-(5S,6S)-6-Hydroxy-5-trimethylsilyloxy-5,6-dihydrovitamin-A-alkohol

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