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

Base Information

Chemical Name:methyl [2R,2(1S),3R]-3-methyl-2-(1-methylcyclohex-2-en-1-yl)-2-(trimethylsilyl)oxyhex-5-ynoate
CAS No.:1519887-85-4
Molecular Formula:C₁₈H₃₀O₃Si
Molecular Weight:322.52
Hs Code.:

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

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

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

There total 5 articles about methyl [2R,2(1S),3R]-3-methyl-2-(1-methylcyclohex-2-en-1-yl)-2-(trimethylsilyl)oxyhex-5-ynoate 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: 98.0%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

: 1519887-83-2
methyl [2R,2(1S),3R]-2-hydroxy-2-(1-methylcyclohex-2-en-1-yl)-3-methylhex-5-ynoate

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

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 - 20 ℃; for 14h;
DOI:10.1021/jo402537u

Reference yield:

: C₃₀H₄₀O₄Si

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

Guidance literature:: Multi-step reaction with 5 steps

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

2: ammonium fluoride / ethanol; methanol / 24 h

3: triphenylphosphine / tetrachloromethane / 12 h / Reflux

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

5: 2,6-dimethylpyridine / dichloromethane / 14 h / 0 - 20 °C

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

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

Guidance literature:: Multi-step reaction with 3 steps

1: triphenylphosphine / tetrachloromethane / 12 h / Reflux

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

3: 2,6-dimethylpyridine / dichloromethane / 14 h / 0 - 20 °C

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