(+/-)-cis-5,8-Bis(phenylsulfonyl)cycloocta-1,3,6-trien-2-ol-benzolsulfonat

Base Information

Chemical Name:(+/-)-cis-5,8-Bis(phenylsulfonyl)cycloocta-1,3,6-trien-2-ol-benzolsulfonat
CAS No.:109531-80-8
Molecular Formula:C₂₆H₂₂O₇S₃
Molecular Weight:542.654
Hs Code.:

Synonyms:(+/-)-cis-5,8-Bis(phenylsulfonyl)cycloocta-1,3,6-trien-2-ol-benzolsulfonat

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Chemical Property of (+/-)-cis-5,8-Bis(phenylsulfonyl)cycloocta-1,3,6-trien-2-ol-benzolsulfonat

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Technology Process of (+/-)-cis-5,8-Bis(phenylsulfonyl)cycloocta-1,3,6-trien-2-ol-benzolsulfonat

There total 7 articles about (+/-)-cis-5,8-Bis(phenylsulfonyl)cycloocta-1,3,6-trien-2-ol-benzolsulfonat 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: 36.0%

: 96362-82-2
(1α,2α,3α,4α,5α,6α,7α,8α)-3,8-Bis(phenylsulfonyl)tricyclo<5.1.0.0^2,4>octan-5,6-diol-bis(benzolsulfonat)

: 109531-80-8
(+/-)-cis-5,8-Bis(phenylsulfonyl)cycloocta-1,3,6-trien-2-ol-benzolsulfonat

: 109583-95-1
(1α,2α,3α,4α,7α,8α)-(+/-)-3,8-Bis(phenylsulfonyl)tricyclo<5.1.0.0^2,4>oct-5-en-5-ol-benzolsulfonat

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at -50 ℃; for 1h;
DOI:10.1016/S0040-4039(00)84314-2

Reference yield:

: 3112-85-4
methylphenylsulfonate

: 109531-80-8
(+/-)-cis-5,8-Bis(phenylsulfonyl)cycloocta-1,3,6-trien-2-ol-benzolsulfonat

Guidance literature:: Multi-step reaction with 7 steps

1: 1) 2,3M n-BuLi / 1) hexane, THF, 0 deg C, 20 h, 2) 12 h, 20 deg C

2: 94 percent / p-ToOH / 1 h / Heating

3: 88 percent / NEt₃ / CH₂Cl₂ / 0.5 h / 20 °C

4: 85 percent / 2.0M n-BuLi, diisopropylamine / hexane; tetrahydrofuran / 0.08 h / -20 °C

5: 91 percent / conc. HCl / methanol / 0.17 h / Heating

6: 91 percent / NEt₃, 4-(dimethylamino)pyridine / CH₂Cl₂; pyridine / 12 h

7: KOtBu / tetrahydrofuran / 1 h / -50 °C

With hydrogenchloride; dmap; n-butyllithium; potassium tert-butylate; toluene-4-sulfonic acid; triethylamine; diisopropylamine; In tetrahydrofuran; pyridine; methanol; hexane; dichloromethane;

Reference yield:

: 96362-80-0
(1α,2α,3α,4α,5α,6α,7α,8α)-3,8-Bis(phenylsulfonyl)tricyclo<5.1.0.0^2,4>octan-5,6-diol

: 109531-80-8
(+/-)-cis-5,8-Bis(phenylsulfonyl)cycloocta-1,3,6-trien-2-ol-benzolsulfonat

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / NEt₃, 4-(dimethylamino)pyridine / CH₂Cl₂; pyridine / 12 h

2: KOtBu / tetrahydrofuran / 1 h / -50 °C

With dmap; potassium tert-butylate; triethylamine; In tetrahydrofuran; pyridine; dichloromethane;