(1S,2R,3'S,6R,8S,9S,11R)-8-<1-<<(tert-Butyldiphenylsilyl)oxy>methyl>propyl>-9,11-dimethyl-2-(3',4'-epoxy-3'-methyl-1'-butyl)-1,7-dioxaspiro<5.5>undec-4-ene

Base Information

Chemical Name:(1S,2R,3'S,6R,8S,9S,11R)-8-<1-<<(tert-Butyldiphenylsilyl)oxy>methyl>propyl>-9,11-dimethyl-2-(3',4'-epoxy-3'-methyl-1'-butyl)-1,7-dioxaspiro<5.5>undec-4-ene
CAS No.:143924-93-0
Molecular Formula:C₃₆H₅₂O₄Si
Molecular Weight:576.892
Hs Code.:

(1S,2R,3'S,6R,8S,9S,11R)-8-<1-<<(tert-Butyldiphenylsilyl)oxy>methyl>propyl>-9,11-dimethyl-2-(3',4'-epoxy-3'-methyl-1'-butyl)-1,7-dioxaspiro<5.5>undec-4-ene

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Chemical Property of (1S,2R,3'S,6R,8S,9S,11R)-8-<1-<<(tert-Butyldiphenylsilyl)oxy>methyl>propyl>-9,11-dimethyl-2-(3',4'-epoxy-3'-methyl-1'-butyl)-1,7-dioxaspiro<5.5>undec-4-ene

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Technology Process of (1S,2R,3'S,6R,8S,9S,11R)-8-<1-<<(tert-Butyldiphenylsilyl)oxy>methyl>propyl>-9,11-dimethyl-2-(3',4'-epoxy-3'-methyl-1'-butyl)-1,7-dioxaspiro<5.5>undec-4-ene

There total 12 articles about (1S,2R,3'S,6R,8S,9S,11R)-8-<1-<<(tert-Butyldiphenylsilyl)oxy>methyl>propyl>-9,11-dimethyl-2-(3',4'-epoxy-3'-methyl-1'-butyl)-1,7-dioxaspiro<5.5>undec-4-ene 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: 97.0%

: 143924-92-9,144015-91-8
(1S,2S,2'S,6'R,8'S,9'S,11'R)-4-<8'-<1'-<<(tert-Butyldiphenylsilyl)oxy>methyl>propyl>-9',11'-dimethyl-1',7'-dioxaspiro<5.5>undec-4'-en-2'-yl>-2-hydroxy-2-methylbutan-1-yl p-toluenesulfonate

: 143924-93-0,144015-92-9
(1S,2S,3'S,6R,8S,9S,11R)-8-<1-<<(tert-Butyldiphenylsilyl)oxy>methyl>propyl>-9,11-dimethyl-2-(3',4'-epoxy-3'-methyl-1'-butyl)-1,7-dioxaspiro<5.5>undec-4-ene

Guidance literature:: With sodium hydride; In tetrahydrofuran; paraffin; Ambient temperature;
DOI:10.1021/jo00048a009

Reference yield: 95.0%

: 143924-92-9,144015-91-8
(1S,2S,2'R,6'R,8'S,9'S,11'R)-4-<8'-<1'-<<(tert-Butyldiphenylsilyl)oxy>methyl>propyl>-9',11'-dimethyl-1',7'-dioxaspiro<5.5>undec-4'-en-2'-yl>-2-hydroxy-2-methylbutan-1-yl p-toluenesulfonate

: 143924-93-0,144015-92-9
(1S,2R,3'S,6R,8S,9S,11R)-8-<1-<<(tert-Butyldiphenylsilyl)oxy>methyl>propyl>-9,11-dimethyl-2-(3',4'-epoxy-3'-methyl-1'-butyl)-1,7-dioxaspiro<5.5>undec-4-ene

Guidance literature:: With sodium hydride; In tetrahydrofuran; paraffin; Ambient temperature;
DOI:10.1021/jo00048a009

Reference yield:

: 130514-54-4
(1'S,3R,5S,6S)-(+)-6-<1'-(t-butyldiphenylsilyloxymethyl)propyl>-3,5-dimethyltetrahydropyran-2-one

: 143924-93-0,144015-92-9
(1S,2S,3'S,6R,8S,9S,11R)-8-<1-<<(tert-Butyldiphenylsilyl)oxy>methyl>propyl>-9,11-dimethyl-2-(3',4'-epoxy-3'-methyl-1'-butyl)-1,7-dioxaspiro<5.5>undec-4-ene

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) n-BuLi / 1.) THF, hexane, -75 deg C, 1 h, 2.) -75 deg C, 0.5 h

2: 83 mg / Amberlite IR 120 (H⁺) / 1 h

3: hydrogen / Lindlar catalyst / hexane; ethyl acetate / 5 h

4: PPTS / CH₂Cl₂ / 0.2 h

5: 97 percent / NaH / tetrahydrofuran; paraffin / Ambient temperature

With n-butyllithium; Amberlite IR 120 (H⁺); hydrogen; pyridinium p-toluenesulfonate; sodium hydride; Lindlar's catalyst; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; paraffin;
DOI:10.1021/jo00048a009