(2R,3R)-1-(tert-butyldiphenylsilyloxy)-2-methylhex-5-en-3-yl methacrylate

Base Information

Chemical Name:(2R,3R)-1-(tert-butyldiphenylsilyloxy)-2-methylhex-5-en-3-yl methacrylate
CAS No.:1352286-66-8
Molecular Formula:C₂₇H₃₆O₃Si
Molecular Weight:436.667
Hs Code.:

Synonyms:(2R,3R)-1-(tert-butyldiphenylsilyloxy)-2-methylhex-5-en-3-yl methacrylate

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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 (2R,3R)-1-(tert-butyldiphenylsilyloxy)-2-methylhex-5-en-3-yl methacrylate

Chemical Property:

Purity/Quality:

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Technology Process of (2R,3R)-1-(tert-butyldiphenylsilyloxy)-2-methylhex-5-en-3-yl methacrylate

There total 1 articles about (2R,3R)-1-(tert-butyldiphenylsilyloxy)-2-methylhex-5-en-3-yl methacrylate 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: 86.0%

: 112897-06-0
(2R,3R)-1-(tert-butyldiphenylsilyloxy)-2-methylhex-5-en-3-ol

: 920-46-7,26937-45-1
Methacryloyl chloride

: 1352286-66-8
(2R,3R)-1-(tert-butyldiphenylsilyloxy)-2-methylhex-5-en-3-yl methacrylate

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; for 12h; Inert atmosphere;
DOI:10.1021/ol203161u

Reference yield: 76.0%

: 1352286-66-8
(2R,3R)-1-(tert-butyldiphenylsilyloxy)-2-methylhex-5-en-3-yl methacrylate

: 1352286-67-9
(R)-6-((R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl)-3-methyl-5,6-dihydro-2H-pyran-2-one

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; 2,3,5,6-tetrafluoro-1,4-benzoquinone; In toluene; at 60 ℃; for 18h; Inert atmosphere;
DOI:10.1021/ol203161u

Reference yield:

: 1352286-66-8
(2R,3R)-1-(tert-butyldiphenylsilyloxy)-2-methylhex-5-en-3-yl methacrylate

: N-(2,4-dimethoxybenzyl)tirandamycin C

Guidance literature:: Multi-step reaction with 8 steps

1.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; 2,3,5,6-tetrafluoro-1,4-benzoquinone / toluene / 18 h / 60 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

3.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 2 h / 20 °C / Inert atmosphere

4.1: diisopinocampheylborane / diethyl ether / 5 h / 0 °C / Inert atmosphere

4.2: 24 h / -78 - 20 °C / Inert atmosphere

4.3: 1 h / 20 °C / Inert atmosphere

5.1: diethyl ether / 4 h / -78 °C / Inert atmosphere

6.1: pyridinium p-toluenesulfonate / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

7.1: Stewart-Grubbs catalyst / dichloromethane / 12 h / Inert atmosphere; Reflux

8.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

8.2: 12 h / 20 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; Stewart-Grubbs catalyst; 2,3,5,6-tetrafluoro-1,4-benzoquinone; potassium tert-butylate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; Dess-Martin periodane; acetic acid; diisopinocampheylborane; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1021/ol203161u