(2RS,5SR,9RS,10SR)-9-tert-butyldiphenylsilyloxy-2-(1-ethoxycarbonylvinyl)-6,10-dimethylspiro<4.5>dec-6-en-8-one ethylene dithioacetal

Base Information

Chemical Name:(2RS,5SR,9RS,10SR)-9-tert-butyldiphenylsilyloxy-2-(1-ethoxycarbonylvinyl)-6,10-dimethylspiro<4.5>dec-6-en-8-one ethylene dithioacetal
CAS No.:111675-33-3
Molecular Formula:C₃₅H₄₆O₃S₂Si
Molecular Weight:606.966
Hs Code.:

Synonyms:(2RS,5SR,9RS,10SR)-9-tert-butyldiphenylsilyloxy-2-(1-ethoxycarbonylvinyl)-6,10-dimethylspiro<4.5>dec-6-en-8-one ethylene dithioacetal

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Chemical Property of (2RS,5SR,9RS,10SR)-9-tert-butyldiphenylsilyloxy-2-(1-ethoxycarbonylvinyl)-6,10-dimethylspiro<4.5>dec-6-en-8-one ethylene dithioacetal

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Technology Process of (2RS,5SR,9RS,10SR)-9-tert-butyldiphenylsilyloxy-2-(1-ethoxycarbonylvinyl)-6,10-dimethylspiro<4.5>dec-6-en-8-one ethylene dithioacetal

There total 9 articles about (2RS,5SR,9RS,10SR)-9-tert-butyldiphenylsilyloxy-2-(1-ethoxycarbonylvinyl)-6,10-dimethylspiro<4.5>dec-6-en-8-one ethylene dithioacetal 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:

: 101415-96-7,101470-76-2
(2RS,5RS,9SR,10RS)-9-hydroxy-6,10-dimethyl-2-pivaloyloxyspiro<4.5>dec-6-en-8-one

: 111675-33-3
(2RS,5SR,9RS,10SR)-9-tert-butyldiphenylsilyloxy-2-(1-ethoxycarbonylvinyl)-6,10-dimethylspiro<4.5>dec-6-en-8-one ethylene dithioacetal

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / imidazole / dimethylformamide / 12 h / 50 °C

2: 66 percent / BF₃*Et₂O / CH₂Cl₂ / 1.5 h / Ambient temperature

3: 79 percent / methyllithium / diethyl ether / 0.33 h / 0 °C

4: pyridine / 4 h / 0 °C

5: 1.) NaH / 1.) DME, 2.) DME, reflux, 7 h

6: 80 percent / KOH / ethanol / 12 h / Ambient temperature

7: 1.) diethylamine, 2.) NaOAc / 1.) reflux, 20 min, 2.) AcOH, reflux, 15 min

With pyridine; 1H-imidazole; potassium hydroxide; boron trifluoride diethyl etherate; methyllithium; sodium acetate; sodium hydride; diethylamine; In diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 127650-68-4
(2RS,5RS,9SR,10RS)-9-tert-butyldiphenylsilyloxy-6,10-dimethyl-2-pivaloyloxyspiro<4.5>dec-6-en-8-one

: 111675-33-3
(2RS,5SR,9RS,10SR)-9-tert-butyldiphenylsilyloxy-2-(1-ethoxycarbonylvinyl)-6,10-dimethylspiro<4.5>dec-6-en-8-one ethylene dithioacetal

Guidance literature:: Multi-step reaction with 6 steps

1: 66 percent / BF₃*Et₂O / CH₂Cl₂ / 1.5 h / Ambient temperature

2: 79 percent / methyllithium / diethyl ether / 0.33 h / 0 °C

3: pyridine / 4 h / 0 °C

4: 1.) NaH / 1.) DME, 2.) DME, reflux, 7 h

5: 80 percent / KOH / ethanol / 12 h / Ambient temperature

6: 1.) diethylamine, 2.) NaOAc / 1.) reflux, 20 min, 2.) AcOH, reflux, 15 min

With pyridine; potassium hydroxide; boron trifluoride diethyl etherate; methyllithium; sodium acetate; sodium hydride; diethylamine; In diethyl ether; ethanol; dichloromethane;

Reference yield:

: 111692-61-6
(2RS,5RS,9SR,10RS)-9-tert-butyldiphenylsilyloxy-2-hydroxy-6,10-dimethylspiro<4.5>dec-6-en-8-one ethylene dithioacetal

: 111675-33-3
(2RS,5SR,9RS,10SR)-9-tert-butyldiphenylsilyloxy-2-(1-ethoxycarbonylvinyl)-6,10-dimethylspiro<4.5>dec-6-en-8-one ethylene dithioacetal

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 4 h / 0 °C

2: 1.) NaH / 1.) DME, 2.) DME, reflux, 7 h

3: 80 percent / KOH / ethanol / 12 h / Ambient temperature

4: 1.) diethylamine, 2.) NaOAc / 1.) reflux, 20 min, 2.) AcOH, reflux, 15 min

With pyridine; potassium hydroxide; sodium acetate; sodium hydride; diethylamine; In ethanol;