(-)-dimenthyl 1-iodo-1-methyl-6-trimethylsilyl-n-hex-5-ynylphosphonate

Base Information

Chemical Name:(-)-dimenthyl 1-iodo-1-methyl-6-trimethylsilyl-n-hex-5-ynylphosphonate
CAS No.:930597-05-0
Molecular Formula:C₃₀H₅₆IO₃PSi
Molecular Weight:650.737
Hs Code.:

Synonyms:(-)-dimenthyl 1-iodo-1-methyl-6-trimethylsilyl-n-hex-5-ynylphosphonate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (-)-dimenthyl 1-iodo-1-methyl-6-trimethylsilyl-n-hex-5-ynylphosphonate

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Technology Process of (-)-dimenthyl 1-iodo-1-methyl-6-trimethylsilyl-n-hex-5-ynylphosphonate

There total 9 articles about (-)-dimenthyl 1-iodo-1-methyl-6-trimethylsilyl-n-hex-5-ynylphosphonate 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: 34.0%

: 930597-04-9
(-)-dimenthyl 1-methyl-6-trimethylsilyl-n-hex-5-ynylphosphonate

: 930597-05-0
(-)-dimenthyl 1-iodo-1-methyl-6-trimethylsilyl-n-hex-5-ynylphosphonate

Guidance literature:: (-)-dimenthyl 1-methyl-6-trimethylsilyl-n-hex-5-ynylphosphonate; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 20h;

With iodine; In tetrahydrofuran; hexane; at -78 - 25 ℃;
DOI:10.1016/j.jorganchem.2006.10.069

Reference yield:

: 2216-51-5
(-)-menthol

: 930597-05-0
(-)-dimenthyl 1-iodo-1-methyl-6-trimethylsilyl-n-hex-5-ynylphosphonate

Guidance literature:: Multi-step reaction with 5 steps

1.1: PCl₃; Et₃N / toluene / -30 - 20 °C

2.1: H₂O / toluene / 2 h

3.1: NaH / tetrahydrofuran / 1 h / 50 °C

3.2: 75 percent / tetrahydrofuran / 24 h / 25 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C

4.2: 60 percent / tetrahydrofuran; hexane / -78 - 25 °C

5.1: n-BuLi / tetrahydrofuran; hexane / 20 h / -78 °C

5.2: 34 percent / iodine / tetrahydrofuran; hexane / -78 - 25 °C

With n-butyllithium; water; sodium hydride; triethylamine; phosphorus trichloride; In tetrahydrofuran; hexane; toluene; 3.1: Michaelis-Becker reaction;
DOI:10.1016/j.jorganchem.2006.10.069

Reference yield:

: 105449-76-1
di(1R,2S,5R)-menthyl phosphorochloridite

: 930597-05-0
(-)-dimenthyl 1-iodo-1-methyl-6-trimethylsilyl-n-hex-5-ynylphosphonate

Guidance literature:: Multi-step reaction with 4 steps

1.1: H₂O / toluene / 2 h

2.1: NaH / tetrahydrofuran / 1 h / 50 °C

2.2: 75 percent / tetrahydrofuran / 24 h / 25 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C

3.2: 60 percent / tetrahydrofuran; hexane / -78 - 25 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 20 h / -78 °C

4.2: 34 percent / iodine / tetrahydrofuran; hexane / -78 - 25 °C

With n-butyllithium; water; sodium hydride; In tetrahydrofuran; hexane; toluene; 2.1: Michaelis-Becker reaction;
DOI:10.1016/j.jorganchem.2006.10.069