(1α,6α,7α,8α)-(+/-)-3,8-Bis(phenylsulfonyl)tetracyclo<5.1.0.0^2,4.0^3,5>octan-6-ol-methansulfonat

Base Information

• Chemical Name: (1α,6α,7α,8α)-(+/-)-3,8-Bis(phenylsulfonyl)tetracyclo<5.1.0.0^2,4.0^3,5>octan-6-ol-methansulfonat
• CAS No.: 109531-63-7
• Molecular Formula: C₂₁H₂₀O₇S₃
• Molecular Weight: 480.584

Synonyms:(1α,6α,7α,8α)-(+/-)-3,8-Bis(phenylsulfonyl)tetracyclo<5.1.0.0^2,4.0^3,5>octan-6-ol-methansulfonat

Chemical Property of (1α,6α,7α,8α)-(+/-)-3,8-Bis(phenylsulfonyl)tetracyclo<5.1.0.0^2,4.0^3,5>octan-6-ol-methansulfonat

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of (1α,6α,7α,8α)-(+/-)-3,8-Bis(phenylsulfonyl)tetracyclo<5.1.0.0^2,4.0^3,5>octan-6-ol-methansulfonat

There total 12 articles about (1α,6α,7α,8α)-(+/-)-3,8-Bis(phenylsulfonyl)tetracyclo<5.1.0.0^2,4.0^3,5>octan-6-ol-methansulfonat 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: 94.0%

methanesulfonyl chloride (124-63-0) + (1α,6α,7α,8α)-(+/-)-3,8-Bis(phenylsulfonyl)tetracyclo<5.1.0.02,4.03,5>octan-6-ol (109583-87-1) → (1α,6α,7α,8α)-(+/-)-3,8-Bis(phenylsulfonyl)tetracyclo<5.1.0.02,4.03,5>octan-6-ol-methansulfonat (109531-63-7)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 0.0833333h;

Reference yield:

(1α,6α,7α)-(+/-)-3,8α,Bis(phenylsulfonyl)-8β-(trimethylsilyl)tetracyclo<5.1.0.02,4.03,5>octan-6-ol-methansulfonat (109552-57-0) → (1α,6β,7α,8α)-(+/-)-6-Fluor-3,8-bis(phenylsulfonyl)tetracyclo<5.1.0.02,4.03,5>octan (109583-92-8) + (3α,4α,5α,7α)-(+/-)-7-Fluor-1,4-bis(phenylsulfonyl)tetracyclo<4.2.0.02,8.03,5>octan (109583-91-7) + (1α,6α,7α,8α)-(+/-)-3,8-Bis(phenylsulfonyl)tetracyclo<5.1.0.02,4.03,5>octan-6-ol-methansulfonat (109531-63-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 12h;

Reference yield:

methylphenylsulfonate (3112-85-4) → (1α,6α,7α,8α)-(+/-)-3,8-Bis(phenylsulfonyl)tetracyclo<5.1.0.02,4.03,5>octan-6-ol-methansulfonat (109531-63-7)

Guidance literature:

Multi-step reaction with 11 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: 94 percent / conc. HCl / 0.25 h / 70 °C

6: 88 percent / NBS, BaCO₃ / CCl₄ / 1.33 h / 110 - 120 °C

7: 95 percent / NaOH / methanol; CH₂Cl₂ / 1.33 h / 20 °C

8: hexane; tetrahydrofuran / 1 h / -78 °C

9: 1) 2.05M n-BuLi / 1) hexane, THF, -78 deg C, 10 min, 2) -78 deg C, 3 min

10: 80 percent / NEt₃ / CH₂Cl₂ / 0.17 h / 20 °C

11: 8 percent Spectr_. / n-Bu₄NF * 0.4 H₂O / tetrahydrofuran / 12 h / 20 °C

With hydrogenchloride; sodium hydroxide; N-Bromosuccinimide; n-butyllithium; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; triethylamine; diisopropylamine; barium carbonate; In tetrahydrofuran; methanol; tetrachloromethane; hexane; dichloromethane;

upstream raw materials:

methanesulfonyl chloride

(1α,6α,7α,8α)-(+/-)-3,8-Bis(phenylsulfonyl)tetracyclo<5.1.0.0^2,4.0^3,5>octan-6-ol

(1α,6α,7α)-(+/-)-3,8α,Bis(phenylsulfonyl)-8β-(trimethylsilyl)tetracyclo<5.1.0.0^2,4.0^3,5>octan-6-ol-methansulfonat

methylphenylsulfonate

Downstream raw materials:

(3α,4α,5α,7α)-(+/-)-1,4-Bis(phenylsulfonyl)tetracyclo<4.2.0.0^2,8.0^3,5>octan-7-ol-acetat

(E)-(2α,3α,4α,5β,7α,8α)-(+/-)-3,8-Bis(phenylsulfonyl)tricyclo<4.1.1.0^2,4>octan-5,7-diol-diacetat

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