(6S,7S,8S,11S)-7-butyl-8-((tert-butyldimethylsilyl)oxy)-11-iodo-1-(phenylmethyl)-1-azaspiro<5.5>undecane

Base Information

Chemical Name:(6S*,7S*,8S*,11S*)-7-butyl-8-((tert-butyldimethylsilyl)oxy)-11-iodo-1-(phenylmethyl)-1-azaspiro<5.5>undecane
CAS No.:120883-60-5
Molecular Formula:C₂₇H₄₆INOSi
Molecular Weight:555.658
Hs Code.:

Synonyms:(6S*,7S*,8S*,11S*)-7-butyl-8-((tert-butyldimethylsilyl)oxy)-11-iodo-1-(phenylmethyl)-1-azaspiro<5.5>undecane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (6S*,7S*,8S*,11S*)-7-butyl-8-((tert-butyldimethylsilyl)oxy)-11-iodo-1-(phenylmethyl)-1-azaspiro<5.5>undecane

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Technology Process of (6S*,7S*,8S*,11S*)-7-butyl-8-((tert-butyldimethylsilyl)oxy)-11-iodo-1-(phenylmethyl)-1-azaspiro<5.5>undecane

There total 15 articles about (6S*,7S*,8S*,11S*)-7-butyl-8-((tert-butyldimethylsilyl)oxy)-11-iodo-1-(phenylmethyl)-1-azaspiro<5.5>undecane 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: 74.0%

: 120883-59-2
trans-3-butyl-4-((tert-butyldimethylsilyl)oxy)-2-(4-(N-(phenylmethyl)amino)butyl)cyclohexene

: 120883-60-5
(6S*,7S*,8S*,11S*)-7-butyl-8-((tert-butyldimethylsilyl)oxy)-11-iodo-1-(phenylmethyl)-1-azaspiro<5.5>undecane

Guidance literature:: With iodine; sodium hydrogencarbonate; In dichloromethane; for 3h;
DOI:10.1021/jo00275a023

Reference yield:

: 120883-61-6
trans-2-butyl-3-hydroxy-1-cyclohexanone

: 120883-60-5
(6S*,7S*,8S*,11S*)-7-butyl-8-((tert-butyldimethylsilyl)oxy)-11-iodo-1-(phenylmethyl)-1-azaspiro<5.5>undecane

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / imidazole / dimethylformamide / 3 h / Ambient temperature

2: 1.) LDA / 1.) THF, -78 deg C, 1 h, 2.) 12 h

3: 1.) copper(I) iodide / 1.) THF, -78 deg C, 30 min, 2.) -20 deg C, 12 h

4: 98 percent / ammonia, sodium / diethyl ether / 1 h / -78 °C

5: 98 percent / pyridine / -20 - 0 °C

6: 87 percent / NaI / dimethylsulfoxide / 12 h / Ambient temperature

7: 74 percent / 50percent aq. NaHCO₃, iodine / CH₂Cl₂ / 3 h

With pyridine; 1H-imidazole; copper(l) iodide; ammonia; iodine; sodium; sodium hydrogencarbonate; sodium iodide; lithium diisopropyl amide; In diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jo00275a023

Reference yield:

: 120883-52-5
(4-Cyclohexa-1,5-dienyl-butoxymethyl)-benzene

: 120883-60-5
(6S*,7S*,8S*,11S*)-7-butyl-8-((tert-butyldimethylsilyl)oxy)-11-iodo-1-(phenylmethyl)-1-azaspiro<5.5>undecane

Guidance literature:: Multi-step reaction with 8 steps

1: 72 percent / LiCl, LiOAc*2H₂O, Pd(OAc)2, p-benzoquinone / acetone / 8 h

2: 89 percent / CuCN / diethyl ether / 4 h / 0 °C

3: 98 percent / 5percent aq. MeOH, K₂CO₃ / 24 h / Ambient temperature

4: 92 percent / imidazole / dimethylformamide / 3 h / 0 - 20 °C

5: 98 percent / ammonia, sodium / diethyl ether / 1 h / -78 °C

6: 98 percent / pyridine / -20 - 0 °C

7: 87 percent / NaI / dimethylsulfoxide / 12 h / Ambient temperature

8: 74 percent / 50percent aq. NaHCO₃, iodine / CH₂Cl₂ / 3 h

With pyridine; 1H-imidazole; methanol; palladium diacetate; lithium acetate; ammonia; iodine; sodium; sodium hydrogencarbonate; potassium carbonate; p-benzoquinone; sodium iodide; lithium chloride; In diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo00275a023