(2R,4R,6S,8S)-2,4,8-trimethyl-1-(tri-isopropylsilyloxy)undecan-6-yl 4-methylbenzenesulfonate

Base Information

Chemical Name:(2R,4R,6S,8S)-2,4,8-trimethyl-1-(tri-isopropylsilyloxy)undecan-6-yl 4-methylbenzenesulfonate
CAS No.:1361022-98-1
Molecular Formula:C₃₀H₅₆O₄SSi
Molecular Weight:540.924
Hs Code.:

Synonyms:(2R,4R,6S,8S)-2,4,8-trimethyl-1-(tri-isopropylsilyloxy)undecan-6-yl 4-methylbenzenesulfonate

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Chemical Property of (2R,4R,6S,8S)-2,4,8-trimethyl-1-(tri-isopropylsilyloxy)undecan-6-yl 4-methylbenzenesulfonate

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Technology Process of (2R,4R,6S,8S)-2,4,8-trimethyl-1-(tri-isopropylsilyloxy)undecan-6-yl 4-methylbenzenesulfonate

There total 14 articles about (2R,4R,6S,8S)-2,4,8-trimethyl-1-(tri-isopropylsilyloxy)undecan-6-yl 4-methylbenzenesulfonate 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%

: 1361022-96-9
(2R,4R,6S,8S)-2,4,8-trimethyl-1-(tri-isopropylsilyloxy)undecan-6-ol

: 98-59-9
p-toluenesulfonyl chloride

: 1361022-98-1
(2R,4R,6S,8S)-2,4,8-trimethyl-1-(tri-isopropylsilyloxy)undecan-6-yl 4-methylbenzenesulfonate

Guidance literature:: With dmap; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;
DOI:10.1039/c2ob06906g

Reference yield:

: 1361022-93-6
(2R,6S,8S,3E)-1-benzyloxy-2,4,8-trimethylundec-3-en-6-ol

: 1361022-98-1
(2R,4R,6S,8S)-2,4,8-trimethyl-1-(tri-isopropylsilyloxy)undecan-6-yl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1: naphthalene; lithium / tetrahydrofuran / 2 h / -25 °C / Inert atmosphere

2: 1H-imidazole / tetrahydrofuran / 16 h / 0 - 20 °C / Inert atmosphere

3: [(bicyclo[2.2.1]hepta-2,5-diene)(1,4-bis(diphenylphosphino)butane)rhodium(I)] tetrafluoroborate; hydrogen / dichloromethane / 5 h / 49130.4 Torr / Autoclave

4: dmap / dichloromethane / 16 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; naphthalene; [(bicyclo[2.2.1]hepta-2,5-diene)(1,4-bis(diphenylphosphino)butane)rhodium(I)] tetrafluoroborate; hydrogen; lithium; In tetrahydrofuran; dichloromethane;
DOI:10.1039/c2ob06906g

Reference yield:

: 1361022-94-7
(2R,6S,8S,3E)-2,4,8-trimethylundec-3-ene-1,6-diol

: 1361022-98-1
(2R,4R,6S,8S)-2,4,8-trimethyl-1-(tri-isopropylsilyloxy)undecan-6-yl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 3 steps

1: 1H-imidazole / tetrahydrofuran / 16 h / 0 - 20 °C / Inert atmosphere

2: [(bicyclo[2.2.1]hepta-2,5-diene)(1,4-bis(diphenylphosphino)butane)rhodium(I)] tetrafluoroborate; hydrogen / dichloromethane / 5 h / 49130.4 Torr / Autoclave

3: dmap / dichloromethane / 16 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; [(bicyclo[2.2.1]hepta-2,5-diene)(1,4-bis(diphenylphosphino)butane)rhodium(I)] tetrafluoroborate; hydrogen; In tetrahydrofuran; dichloromethane;
DOI:10.1039/c2ob06906g