(E)-3-Bromo-1-((4aR,6S,7R,8aS)-2,2-di-tert-butyl-7-hydroxy-hexahydro-1,3,5-trioxa-2-sila-naphthalen-6-yl)-7-(4-methoxy-benzyloxy)-6-methyl-hept-5-en-2-one

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Chemical Name:(E)-3-Bromo-1-((4aR,6S,7R,8aS)-2,2-di-tert-butyl-7-hydroxy-hexahydro-1,3,5-trioxa-2-sila-naphthalen-6-yl)-7-(4-methoxy-benzyloxy)-6-methyl-hept-5-en-2-one
CAS No.:865362-17-0
Molecular Formula:C₃₀H₄₇BrO₇Si
Molecular Weight:627.688
Hs Code.:

Synonyms:(E)-3-Bromo-1-((4aR,6S,7R,8aS)-2,2-di-tert-butyl-7-hydroxy-hexahydro-1,3,5-trioxa-2-sila-naphthalen-6-yl)-7-(4-methoxy-benzyloxy)-6-methyl-hept-5-en-2-one

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Chemical Property of (E)-3-Bromo-1-((4aR,6S,7R,8aS)-2,2-di-tert-butyl-7-hydroxy-hexahydro-1,3,5-trioxa-2-sila-naphthalen-6-yl)-7-(4-methoxy-benzyloxy)-6-methyl-hept-5-en-2-one

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Technology Process of (E)-3-Bromo-1-((4aR,6S,7R,8aS)-2,2-di-tert-butyl-7-hydroxy-hexahydro-1,3,5-trioxa-2-sila-naphthalen-6-yl)-7-(4-methoxy-benzyloxy)-6-methyl-hept-5-en-2-one

There total 8 articles about (E)-3-Bromo-1-((4aR,6S,7R,8aS)-2,2-di-tert-butyl-7-hydroxy-hexahydro-1,3,5-trioxa-2-sila-naphthalen-6-yl)-7-(4-methoxy-benzyloxy)-6-methyl-hept-5-en-2-one 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: 60.0%

: 865362-33-0
(4aR,6S,7R,8aS)-6-{2-Benzenesulfonyl-3-[(E)-4-(4-methoxy-benzyloxy)-3-methyl-but-2-enyl]-oxiranylmethyl}-2,2-di-tert-butyl-hexahydro-1,3,5-trioxa-2-sila-naphthalen-7-ol

: 865362-17-0
(E)-3-Bromo-1-((4aR,6S,7R,8aS)-2,2-di-tert-butyl-7-hydroxy-hexahydro-1,3,5-trioxa-2-sila-naphthalen-6-yl)-7-(4-methoxy-benzyloxy)-6-methyl-hept-5-en-2-one

Guidance literature:: With 4 A molecular sieve; magnesium bromide; In dichloromethane; at 0 ℃; for 3h;
DOI:10.1021/ol051679k

Reference yield:

: (E)-5-((4-methoxybenzyl)oxy)-4-methylpent-3-enal

: 865362-17-0
(E)-3-Bromo-1-((4aR,6S,7R,8aS)-2,2-di-tert-butyl-7-hydroxy-hexahydro-1,3,5-trioxa-2-sila-naphthalen-6-yl)-7-(4-methoxy-benzyloxy)-6-methyl-hept-5-en-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: LiHMDS / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 79 percent / tetrahydrofuran; hexane / 1.5 h / -78 °C

2.1: 82 percent / t-BuOK / CH₂Cl₂; 2-methyl-propan-2-ol / 1.5 h / 0 - 20 °C

3.1: 69 percent / magnesium monoperoxyphthalate hexahydrate / methanol / 2.5 h / 0 °C

4.1: 89 percent / HMPA; n-BuLi / tetrahydrofuran; hexane / 0.5 h / -100 °C

5.1: 99 percent / TsOH*H₂O / methanol; CH₂Cl₂ / 1 h / 20 °C

6.1: 60 percent / MgBr₂*OEt₂; molecular sieves 4 Angstroem / CH₂Cl₂ / 3 h / 0 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; 4 A molecular sieve; potassium tert-butylate; toluene-4-sulfonic acid; magnesium monoperoxyphthalate hexahydrate; magnesium bromide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; hexane; dichloromethane; tert-butyl alcohol;
DOI:10.1021/ol051679k

Reference yield:

: 2-Benzenesulfinyl-3-[(E)-4-(4-methoxy-benzyloxy)-3-methyl-but-2-enyl]-oxirane

: 865362-17-0
(E)-3-Bromo-1-((4aR,6S,7R,8aS)-2,2-di-tert-butyl-7-hydroxy-hexahydro-1,3,5-trioxa-2-sila-naphthalen-6-yl)-7-(4-methoxy-benzyloxy)-6-methyl-hept-5-en-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 69 percent / magnesium monoperoxyphthalate hexahydrate / methanol / 2.5 h / 0 °C

2: 89 percent / HMPA; n-BuLi / tetrahydrofuran; hexane / 0.5 h / -100 °C

3: 99 percent / TsOH*H₂O / methanol; CH₂Cl₂ / 1 h / 20 °C

4: 60 percent / MgBr₂*OEt₂; molecular sieves 4 Angstroem / CH₂Cl₂ / 3 h / 0 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; 4 A molecular sieve; toluene-4-sulfonic acid; magnesium monoperoxyphthalate hexahydrate; magnesium bromide; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/ol051679k