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

Base Information

• Chemical Name: (1α,6α,7α)-(+/-)-3,8α,Bis(phenylsulfonyl)-8β-(trimethylsilyl)tetracyclo<5.1.0.0^2,4.0^3,5>octan-6-ol-benzolsulfonat
• CAS No.: 109667-18-7
• Molecular Formula: C₂₉H₃₀O₇S₃Si
• Molecular Weight: 614.837

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 10 articles about (1α,6α,7α)-(+/-)-3,8α,Bis(phenylsulfonyl)-8β-(trimethylsilyl)tetracyclo<5.1.0.0^2,4.0^3,5>octan-6-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: 93.0%

benzenesulfonyl chloride (98-09-9) + (1α,6α,7α)-(+/-)-3,8α,Bis(phenylsulfonyl)-8β-(trimethylsilyl)tetracyclo<5.1.0.02,4.03,5>octan-6-ol (109667-17-6) → (1α,6α,7α)-(+/-)-3,8α,Bis(phenylsulfonyl)-8β-(trimethylsilyl)tetracyclo<5.1.0.02,4.03,5>octan-6-ol-benzolsulfonat (109667-18-7)

Guidance literature:

With pyridine; dmap; triethylamine; In dichloromethane; at 20 ℃; for 12h;

Reference yield:

methylphenylsulfonate (3112-85-4) → (1α,6α,7α)-(+/-)-3,8α,Bis(phenylsulfonyl)-8β-(trimethylsilyl)tetracyclo<5.1.0.02,4.03,5>octan-6-ol-benzolsulfonat (109667-18-7)

Guidance literature:

Multi-step reaction with 10 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: 93 percent / pyridine, NEt₃, 4-(dimethylamino)pyridine / CH₂Cl₂ / 12 h / 20 °C

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

Reference yield:

(1α,2α,3α,4β,5α,6α,7α)-(+/-)-2,3-O-Isopropyliden-7-(phenylsulfonyl)-4-(phenylsulfonylmethyl)bicyclo<4.1.o>heptan-2,3,5-triol (109583-84-8) → (1α,6α,7α)-(+/-)-3,8α,Bis(phenylsulfonyl)-8β-(trimethylsilyl)tetracyclo<5.1.0.02,4.03,5>octan-6-ol-benzolsulfonat (109667-18-7)

Guidance literature:

Multi-step reaction with 8 steps

1: 88 percent / NEt₃ / CH₂Cl₂ / 0.5 h / 20 °C

2: 85 percent / 2.0M n-BuLi, diisopropylamine / hexane; tetrahydrofuran / 0.08 h / -20 °C

3: 94 percent / conc. HCl / 0.25 h / 70 °C

4: 88 percent / NBS, BaCO₃ / CCl₄ / 1.33 h / 110 - 120 °C

5: 95 percent / NaOH / methanol; CH₂Cl₂ / 1.33 h / 20 °C

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

7: 1) 2.05M n-BuLi / 1) hexane, THF, -78 deg C, 10 min, 2) -78 deg C, 3 min

8: 93 percent / pyridine, NEt₃, 4-(dimethylamino)pyridine / CH₂Cl₂ / 12 h / 20 °C

With pyridine; hydrogenchloride; dmap; sodium hydroxide; N-Bromosuccinimide; n-butyllithium; triethylamine; diisopropylamine; barium carbonate; In tetrahydrofuran; methanol; tetrachloromethane; hexane; dichloromethane;

upstream raw materials:

benzenesulfonyl chloride

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

methylphenylsulfonate

(1α,2α,3α,4β,5α,6α,7α)-(+/-)-2,3-O-Isopropyliden-7-(phenylsulfonyl)-4-(phenylsulfonylmethyl)bicyclo<4.1.o>heptan-2,3,5-triol

Downstream raw materials:

(Z)-3,7-Bis(phenylsulfonyl)pentacyclo<5.1.0.0^2,4.0^3,5.0^6,8>octan

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

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

(1α,6α,7α,8α)-(+/-)-3,8-Bis(phenylsulfonyl)tetracyclo<5.1.8.0^2,4.0^3,5>octan-6-ol-benzolsulfonat

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