4-iodo-1,3-dimethyl-2-triphenylsilanyloxy-cyclopent-3-enecarboxylic acid ethyl ester

Base Information

• Chemical Name: 4-iodo-1,3-dimethyl-2-triphenylsilanyloxy-cyclopent-3-enecarboxylic acid ethyl ester
• CAS No.: 637741-36-7
• Molecular Formula: C₂₈H₂₉IO₃Si
• Molecular Weight: 568.526

Synonyms:4-iodo-1,3-dimethyl-2-triphenylsilanyloxy-cyclopent-3-enecarboxylic acid ethyl ester

Chemical Property of 4-iodo-1,3-dimethyl-2-triphenylsilanyloxy-cyclopent-3-enecarboxylic acid ethyl ester

Chemical Property:

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Technology Process of 4-iodo-1,3-dimethyl-2-triphenylsilanyloxy-cyclopent-3-enecarboxylic acid ethyl ester

There total 2 articles about 4-iodo-1,3-dimethyl-2-triphenylsilanyloxy-cyclopent-3-enecarboxylic acid ethyl ester 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: 100.0%

Triphenylsilyl chloride (76-86-8) + 2-hydroxy-4-iodo-1,3-dimethyl-cyclopent-3-enecarboxylic acid ethyl ester (637741-35-6) → 4-iodo-1,3-dimethyl-2-triphenylsilanyloxy-cyclopent-3-enecarboxylic acid ethyl ester (637741-36-7)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1039/b305818b

Reference yield:

ethyl 1,3-dimethyl-2-oxo-4-iodo-3-cyclopentene-1-carbonate (637740-80-8) → 4-iodo-1,3-dimethyl-2-triphenylsilanyloxy-cyclopent-3-enecarboxylic acid ethyl ester (637741-36-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / NaBH₄ / methanol / 0.33 h / 0 °C

2: 100 percent / imidazole / dimethylformamide / 2 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; In methanol; N,N-dimethyl-formamide;

DOI:10.1039/b305818b

Reference yield:

4-iodo-1,3-dimethyl-2-triphenylsilanyloxy-cyclopent-3-enecarboxylic acid ethyl ester (637741-36-7) → (4-iodo-1,3-dimethyl-2-triphenylsilanyloxy-cyclopent-3-enyl)-methanol

Guidance literature:

With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; for 0.5h;

DOI:10.1039/b305818b

upstream raw materials:

Triphenylsilyl chloride

2-hydroxy-4-iodo-1,3-dimethyl-cyclopent-3-enecarboxylic acid ethyl ester

ethyl 1,3-dimethyl-2-oxo-4-iodo-3-cyclopentene-1-carbonate

Downstream raw materials:

ethyl (2E)-2-methyl-3-[1,3-dimethyl-2-(triphenylsiloxy)-4-iodo-3-cyclopentenyl]propenoate

(2E)-2-methyl-3-[1,3-dimethyl-2-(triphenylsiloxy)-4-[(1E,3S,4R,5S)-1,3,5-trimethyl-4-(4-methoxybenzyloxy)-1-pentadecenyl]-3-cyclopentenyl]-2-propen-1-ol

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