(R)-2-hydroxy-7-trimethylsilyl-6-heptynyl 2,4,6-triisopropylbenzenesulfonate

Base Information

Chemical Name:(R)-2-hydroxy-7-trimethylsilyl-6-heptynyl 2,4,6-triisopropylbenzenesulfonate
CAS No.:251998-93-3
Molecular Formula:C₂₅H₄₂O₄SSi
Molecular Weight:466.758
Hs Code.:

Synonyms:(R)-2-hydroxy-7-trimethylsilyl-6-heptynyl 2,4,6-triisopropylbenzenesulfonate

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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 (R)-2-hydroxy-7-trimethylsilyl-6-heptynyl 2,4,6-triisopropylbenzenesulfonate

Chemical Property:

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Technology Process of (R)-2-hydroxy-7-trimethylsilyl-6-heptynyl 2,4,6-triisopropylbenzenesulfonate

There total 4 articles about (R)-2-hydroxy-7-trimethylsilyl-6-heptynyl 2,4,6-triisopropylbenzenesulfonate 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: 77.0%

: 6553-96-4
2,4,6-triisopropylphenylsulfonyl chloride

: 251998-91-1
(R)-7-trimethylsilyl-6-heptyne-1,2-diol

: 251998-93-3
(R)-2-hydroxy-7-trimethylsilyl-6-heptynyl 2,4,6-triisopropylbenzenesulfonate

Guidance literature:: With pyridine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1016/S0040-4039(99)01629-9

Reference yield:

: 133008-08-9
(4R)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)propan-1-ol

: 251998-93-3
(R)-2-hydroxy-7-trimethylsilyl-6-heptynyl 2,4,6-triisopropylbenzenesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 63 percent / I₂; Ph₃P; imidazole / acetonitrile; diethyl ether / -10 - 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.67 h / -78 °C

2.2: 95 percent / HMPA / tetrahydrofuran / -78 - 20 °C

3.1: 88 percent / H₂O; AcOH / 5 h / 60 °C

4.1: 77 percent / Py / CH₂Cl₂ / 0 - 20 °C

With pyridine; 1H-imidazole; n-butyllithium; water; iodine; acetic acid; triphenylphosphine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; acetonitrile; 1.1: Substitution / 2.1: Metallation / 2.2: Alkylation / 3.1: Hydrolysis / 4.1: sulfonylation;
DOI:10.1016/S0040-4020(00)00033-8

Reference yield:

: 251998-89-7
(R)-5-iodo-1,2-O-isopropylidenepentane-1,2-diol

: 251998-93-3
(R)-2-hydroxy-7-trimethylsilyl-6-heptynyl 2,4,6-triisopropylbenzenesulfonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.67 h / -78 °C

1.2: 95 percent / HMPA / tetrahydrofuran / -78 - 20 °C

2.1: 88 percent / H₂O; AcOH / 5 h / 60 °C

3.1: 77 percent / Py / CH₂Cl₂ / 0 - 20 °C

With pyridine; n-butyllithium; water; acetic acid; In tetrahydrofuran; hexane; dichloromethane; 1.1: Metallation / 1.2: Alkylation / 2.1: Hydrolysis / 3.1: sulfonylation;
DOI:10.1016/S0040-4020(00)00033-8