(+)-(1E,4R)-5-(tert-butyldiphenylsilyloxy)-1-iodo-2,4-dimethyl-1-pentene

Base Information

Chemical Name:(+)-(1E,4R)-5-(tert-butyldiphenylsilyloxy)-1-iodo-2,4-dimethyl-1-pentene
CAS No.:127854-59-5
Molecular Formula:C₂₃H₃₁IOSi
Molecular Weight:478.489
Hs Code.:

Synonyms:(+)-(1E,4R)-5-(tert-butyldiphenylsilyloxy)-1-iodo-2,4-dimethyl-1-pentene

Suppliers and Price of (+)-(1E,4R)-5-(tert-butyldiphenylsilyloxy)-1-iodo-2,4-dimethyl-1-pentene

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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 (+)-(1E,4R)-5-(tert-butyldiphenylsilyloxy)-1-iodo-2,4-dimethyl-1-pentene

Chemical Property:

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Technology Process of (+)-(1E,4R)-5-(tert-butyldiphenylsilyloxy)-1-iodo-2,4-dimethyl-1-pentene

There total 10 articles about (+)-(1E,4R)-5-(tert-butyldiphenylsilyloxy)-1-iodo-2,4-dimethyl-1-pentene 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:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 127854-59-5
(+)-(1E,4R)-5-(tert-butyldiphenylsilyloxy)-1-iodo-2,4-dimethyl-1-pentene

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / 4-dimethylaminopyridine, triethylamine / CH₂Cl₂ / 18 h / 0 °C

2: 88 percent / pyridinium-p-toluenesulphonate / benzene / 16 h / Heating; Dean-Stark conditions

3: 71 percent / osmium tetroxide, N-methylmorpholine-N-oxide monohydrate / 2-methyl-propan-2-ol; tetrahydrofuran; H₂O / 2 h / Ambient temperature

4: 43 percent / 1.) triethylamine; 2.) 4-dimethylaminopyridine / CH₂Cl₂ / 3 h / 0 °C / 1.) 10 min

5: 36 percent / thionyl chloride / pyridine / 1 h / 0 °C

6: 1.) zirconocene dichloride; 2.) I₂ / 1.) 1,2-dichloroethane, hexanes, room temp., overnight, then -30 deg C; 2.) THF/30 min, -30 deg C, 30 min, --> 0 deg C

With dmap; osmium(VIII) oxide; thionyl chloride; zirconocene dichloride; iodine; pyridinium p-toluenesulfonate; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; pyridine; dichloromethane; water; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4020(01)89182-1

Reference yield:

: 116511-38-7
5-<(tert-butyldiphenylsilyloxy)methyl>-4-methoxy-1-methyl-1,3-cyclohexadiene

: 127854-59-5
(+)-(1E,4R)-5-(tert-butyldiphenylsilyloxy)-1-iodo-2,4-dimethyl-1-pentene

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / pyridinium-p-toluenesulphonate / benzene / 16 h / Heating; Dean-Stark conditions

2: 71 percent / osmium tetroxide, N-methylmorpholine-N-oxide monohydrate / 2-methyl-propan-2-ol; tetrahydrofuran; H₂O / 2 h / Ambient temperature

3: 43 percent / 1.) triethylamine; 2.) 4-dimethylaminopyridine / CH₂Cl₂ / 3 h / 0 °C / 1.) 10 min

4: 36 percent / thionyl chloride / pyridine / 1 h / 0 °C

5: 1.) zirconocene dichloride; 2.) I₂ / 1.) 1,2-dichloroethane, hexanes, room temp., overnight, then -30 deg C; 2.) THF/30 min, -30 deg C, 30 min, --> 0 deg C

With dmap; osmium(VIII) oxide; thionyl chloride; zirconocene dichloride; iodine; pyridinium p-toluenesulfonate; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; pyridine; dichloromethane; water; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4020(01)89182-1

Reference yield:

: 116511-41-2,116561-73-0,127854-60-8,127854-61-9
(7R^*,8S^*10S^*)-10-<(tert-butyldiphenylsilyloxy)methyl>-8-methyl-1,4-dioxaspiro<4.5>decane-7,8-diol

: 127854-59-5
(+)-(1E,4R)-5-(tert-butyldiphenylsilyloxy)-1-iodo-2,4-dimethyl-1-pentene

Guidance literature:: Multi-step reaction with 3 steps

1: 43 percent / 1.) triethylamine; 2.) 4-dimethylaminopyridine / CH₂Cl₂ / 3 h / 0 °C / 1.) 10 min

2: 36 percent / thionyl chloride / pyridine / 1 h / 0 °C

3: 1.) zirconocene dichloride; 2.) I₂ / 1.) 1,2-dichloroethane, hexanes, room temp., overnight, then -30 deg C; 2.) THF/30 min, -30 deg C, 30 min, --> 0 deg C

With dmap; thionyl chloride; zirconocene dichloride; iodine; triethylamine; In pyridine; dichloromethane;
DOI:10.1016/S0040-4020(01)89182-1