6-benzenesulfonyl-2-(1,6-bis-triisopropylsilanyloxy-hex-3-enyl)-3-methyl-tetrahydro-pyran

Base Information

Chemical Name:6-benzenesulfonyl-2-(1,6-bis-triisopropylsilanyloxy-hex-3-enyl)-3-methyl-tetrahydro-pyran
CAS No.:936016-88-5
Molecular Formula:C₃₆H₆₆O₅SSi₂
Molecular Weight:667.154
Hs Code.:

Synonyms:6-benzenesulfonyl-2-(1,6-bis-triisopropylsilanyloxy-hex-3-enyl)-3-methyl-tetrahydro-pyran

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Chemical Property of 6-benzenesulfonyl-2-(1,6-bis-triisopropylsilanyloxy-hex-3-enyl)-3-methyl-tetrahydro-pyran

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Technology Process of 6-benzenesulfonyl-2-(1,6-bis-triisopropylsilanyloxy-hex-3-enyl)-3-methyl-tetrahydro-pyran

There total 10 articles about 6-benzenesulfonyl-2-(1,6-bis-triisopropylsilanyloxy-hex-3-enyl)-3-methyl-tetrahydro-pyran 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: 81.0%

: 936016-86-3
2-(1,6-bis-triisopropylsilanyloxy-hex-3-enyl)-3-methyl-3,4-dihydro-2H-pyran

: 618-41-7
Benzenesulfinic acid

: 936016-88-5
6-benzenesulfonyl-2-(1,6-bis-triisopropylsilanyloxy-hex-3-enyl)-3-methyl-tetrahydro-pyran

Guidance literature:: In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/jo0626459

Reference yield:

: 936016-80-7
3-methyl-2-oxiranyl-3,6-dihydro-2H-pyran

: 936016-88-5
6-benzenesulfonyl-2-(1,6-bis-triisopropylsilanyloxy-hex-3-enyl)-3-methyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 4 steps

1.1: 70 percent / DBU / (Ph₃P)3RhCl / H₂O; ethanol / 4 h / 40 °C

2.1: n-BuLi / diethyl ether; hexane / 1 h / -78 °C

2.2: CuCN / diethyl ether; hexane / 1 h / -30 °C

2.3: 62 percent / diethyl ether; hexane / 1 h / -30 °C

3.1: 100 percent / 2,6-lutidine / dimethylformamide / 0 - 20 °C

4.1: 81 percent / CH₂Cl₂ / 1 h / 0 °C

With 2,6-dimethylpyridine; n-butyllithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; Wilkinson's catalyst; In diethyl ether; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo0626459

Reference yield:

: 936016-79-4
1-(3-methyl-3,6-dihydro-2H-pyran-2-yl)-ethane-1,2-diol

: 936016-88-5
6-benzenesulfonyl-2-(1,6-bis-triisopropylsilanyloxy-hex-3-enyl)-3-methyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 5 steps

1.1: trimethyl orthoacetate; PPTS / CH₂Cl₂ / 0.33 h / 20 °C

1.2: acetyl bromide; Et₃N / CH₂Cl₂ / 0.67 h / 20 °C

1.3: 89 percent / K₂CO₃ / methanol / 2.5 h / 20 °C

2.1: 70 percent / DBU / (Ph₃P)3RhCl / H₂O; ethanol / 4 h / 40 °C

3.1: n-BuLi / diethyl ether; hexane / 1 h / -78 °C

3.2: CuCN / diethyl ether; hexane / 1 h / -30 °C

3.3: 62 percent / diethyl ether; hexane / 1 h / -30 °C

4.1: 100 percent / 2,6-lutidine / dimethylformamide / 0 - 20 °C

5.1: 81 percent / CH₂Cl₂ / 1 h / 0 °C

With 2,6-dimethylpyridine; Trimethyl orthoacetate; n-butyllithium; pyridinium p-toluenesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; Wilkinson's catalyst; In diethyl ether; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo0626459