(S)-4,5-dihydro-3-<(2-methyl-1,3-dioxolan-2-yl)methyl>-5-isoxazolemethanol 4-methylbenzenesulfonate ester

Base Information

Chemical Name:(S)-4,5-dihydro-3-<(2-methyl-1,3-dioxolan-2-yl)methyl>-5-isoxazolemethanol 4-methylbenzenesulfonate ester
CAS No.:128358-19-0
Molecular Formula:C₁₆H₂₁NO₆S
Molecular Weight:355.412
Hs Code.:

Synonyms:(S)-4,5-dihydro-3-<(2-methyl-1,3-dioxolan-2-yl)methyl>-5-isoxazolemethanol 4-methylbenzenesulfonate ester

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Chemical Property of (S)-4,5-dihydro-3-<(2-methyl-1,3-dioxolan-2-yl)methyl>-5-isoxazolemethanol 4-methylbenzenesulfonate ester

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Technology Process of (S)-4,5-dihydro-3-<(2-methyl-1,3-dioxolan-2-yl)methyl>-5-isoxazolemethanol 4-methylbenzenesulfonate ester

There total 2 articles about (S)-4,5-dihydro-3-<(2-methyl-1,3-dioxolan-2-yl)methyl>-5-isoxazolemethanol 4-methylbenzenesulfonate ester 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: 100.0%

: 128358-18-9
(S)-4,5-dihydro-3-<(2-methyl-1,3-dioxolan-2-yl)methyl>-5-isoxazolemethanol

: 98-59-9
p-toluenesulfonyl chloride

: 128358-19-0
(S)-4,5-dihydro-3-<(2-methyl-1,3-dioxolan-2-yl)methyl>-5-isoxazolemethanol 4-methylbenzenesulfonate ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 25 ℃; for 26h;
DOI:10.1021/jo00302a023

Reference yield:

: 128358-17-8
<3aR-<1(S^*),3aα,6α,7aβ>>-1-<<4,5-dihydro-3-<(2-methyl-1,3-dioxolan-2-yl)methyl>-5-isoxazolyl>carbonyl>hexahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

: 128358-19-0
(S)-4,5-dihydro-3-<(2-methyl-1,3-dioxolan-2-yl)methyl>-5-isoxazolemethanol 4-methylbenzenesulfonate ester

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / L-Selectride / tetrahydrofuran / 0.5 h / 25 °C

2: 100 percent / Et₃N, DMAP / CH₂Cl₂ / 26 h / 25 °C

With dmap; L-Selectride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00302a023

Reference yield:

: 128358-19-0
(S)-4,5-dihydro-3-<(2-methyl-1,3-dioxolan-2-yl)methyl>-5-isoxazolemethanol 4-methylbenzenesulfonate ester

: 95833-18-4
(+)-hepialone

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) CuI/LiBr / 1.) ether, -5 deg C, 30 min, 2.) 18 h

2: 80 percent / boric acid, H₂ / Ra-Ni / methanol; H₂O / 1.5 h / 25 °C

3: 88 percent / aq. 3N HCl / diethyl ether / 20 h / 25 °C

With hydrogenchloride; copper(l) iodide; hydrogen; boric acid; lithium bromide; Ra-Ni; In methanol; diethyl ether; water;
DOI:10.1021/jo00302a023