methyl [2R,2(1S),3R]-5-iodo-3-methyl-2-(1-methylcyclohex-2-en-1-yl)-2-(trimethylsilyl)oxyhex-5-enoate

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Chemical Name:methyl [2R,2(1S),3R]-5-iodo-3-methyl-2-(1-methylcyclohex-2-en-1-yl)-2-(trimethylsilyl)oxyhex-5-enoate
CAS No.:1519887-87-6
Molecular Formula:C₁₈H₃₁IO₃Si
Molecular Weight:450.432
Hs Code.:

Synonyms:methyl [2R,2(1S),3R]-5-iodo-3-methyl-2-(1-methylcyclohex-2-en-1-yl)-2-(trimethylsilyl)oxyhex-5-enoate

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Chemical Property of methyl [2R,2(1S),3R]-5-iodo-3-methyl-2-(1-methylcyclohex-2-en-1-yl)-2-(trimethylsilyl)oxyhex-5-enoate

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Technology Process of methyl [2R,2(1S),3R]-5-iodo-3-methyl-2-(1-methylcyclohex-2-en-1-yl)-2-(trimethylsilyl)oxyhex-5-enoate

There total 6 articles about methyl [2R,2(1S),3R]-5-iodo-3-methyl-2-(1-methylcyclohex-2-en-1-yl)-2-(trimethylsilyl)oxyhex-5-enoate 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: 93.0%

: 1519887-85-4
methyl [2R,2(1S),3R]-3-methyl-2-(1-methylcyclohex-2-en-1-yl)-2-(trimethylsilyl)oxyhex-5-ynoate

: 1519887-87-6
methyl [2R,2(1S),3R]-5-iodo-3-methyl-2-(1-methylcyclohex-2-en-1-yl)-2-(trimethylsilyl)oxyhex-5-enoate

Guidance literature:: methyl [2R,2(1S),3R]-3-methyl-2-(1-methylcyclohex-2-en-1-yl)-2-(trimethylsilyl)oxyhex-5-ynoate; With C₇H₁₂BI; In pentane; at 0 - 20 ℃; for 1h; Darkness;

With acetic acid; In pentane; at 0 ℃; for 0.166667h;
DOI:10.1021/jo402537u

Reference yield:

: C₃₀H₄₀O₄Si

: 1519887-87-6
methyl [2R,2(1S),3R]-5-iodo-3-methyl-2-(1-methylcyclohex-2-en-1-yl)-2-(trimethylsilyl)oxyhex-5-enoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 0 °C

2.1: ammonium fluoride / ethanol; methanol / 24 h

3.1: triphenylphosphine / tetrachloromethane / 12 h / Reflux

4.1: sodium; Iron(III) nitrate nonahydrate; ammonia / 2 h / -40 °C

5.1: 2,6-dimethylpyridine / dichloromethane / 14 h / 0 - 20 °C

6.1: C₇H₁₂BI / pentane / 1 h / 0 - 20 °C / Darkness

6.2: 0.17 h / 0 °C

With 2,6-dimethylpyridine; Iron(III) nitrate nonahydrate; ammonium fluoride; C₇H₁₂BI; ammonia; sodium; potassium carbonate; triphenylphosphine; In methanol; tetrachloromethane; ethanol; dichloromethane; N,N-dimethyl-formamide; pentane;
DOI:10.1021/jo402537u

Reference yield:

: 1519887-74-1
methyl [2R,2(1S),3R,5S]-5-(hydroxymethyl)-3-methyl-2-(1-methylcyclohex-2-en-1-yl)tetrahydrofuran-2-carboxylate

: 1519887-87-6
methyl [2R,2(1S),3R]-5-iodo-3-methyl-2-(1-methylcyclohex-2-en-1-yl)-2-(trimethylsilyl)oxyhex-5-enoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: triphenylphosphine / tetrachloromethane / 12 h / Reflux

2.1: sodium; Iron(III) nitrate nonahydrate; ammonia / 2 h / -40 °C

3.1: 2,6-dimethylpyridine / dichloromethane / 14 h / 0 - 20 °C

4.1: C₇H₁₂BI / pentane / 1 h / 0 - 20 °C / Darkness

4.2: 0.17 h / 0 °C

With 2,6-dimethylpyridine; Iron(III) nitrate nonahydrate; C₇H₁₂BI; ammonia; sodium; triphenylphosphine; In tetrachloromethane; dichloromethane; pentane;
DOI:10.1021/jo402537u