(5R,8S,E)-8-(bromomethyl)-3-(bromomethylene)-8-phenyl-2,7-dioxaspiro[4.4]nonan-1-one

Base Information

Chemical Name:(5R,8S,E)-8-(bromomethyl)-3-(bromomethylene)-8-phenyl-2,7-dioxaspiro[4.4]nonan-1-one
CAS No.:1643718-48-2
Molecular Formula:C₁₅H₁₄Br₂O₃
Molecular Weight:402.082
Hs Code.:

Synonyms:(5R,8S,E)-8-(bromomethyl)-3-(bromomethylene)-8-phenyl-2,7-dioxaspiro[4.4]nonan-1-one

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Chemical Property of (5R,8S,E)-8-(bromomethyl)-3-(bromomethylene)-8-phenyl-2,7-dioxaspiro[4.4]nonan-1-one

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Technology Process of (5R,8S,E)-8-(bromomethyl)-3-(bromomethylene)-8-phenyl-2,7-dioxaspiro[4.4]nonan-1-one

There total 3 articles about (5R,8S,E)-8-(bromomethyl)-3-(bromomethylene)-8-phenyl-2,7-dioxaspiro[4.4]nonan-1-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: 98.0%

: 1643718-47-1
C₁₅H₁₅BrO₃

: 1643718-48-2
(5R,8S,E)-8-(bromomethyl)-3-(bromomethylene)-8-phenyl-2,7-dioxaspiro[4.4]nonan-1-one

Guidance literature:: With N-Bromosuccinimide; sodium hydrogencarbonate; In dichloromethane; at -50 ℃; for 12h; enantioselective reaction; Darkness;
DOI:10.1002/anie.201310136

Reference yield:

: 1643718-41-5
((3R,5S)-5-(bromomethyl)-5-phenyl-3-(prop-2-yn-1-yl)tetrahydrofuran-3-yl)methanol

: 1643718-48-2
(5R,8S,E)-8-(bromomethyl)-3-(bromomethylene)-8-phenyl-2,7-dioxaspiro[4.4]nonan-1-one

Guidance literature:: Multi-step reaction with 3 steps

1: pyridinium chlorochromate / dichloromethane / Molecular sieve

2: sodium dihydrogenphosphate; sodium chlorite / tert-butyl alcohol; water / 2 h

3: N-Bromosuccinimide; sodium hydrogencarbonate / dichloromethane / 12 h / -50 °C / Darkness

With sodium chlorite; sodium dihydrogenphosphate; N-Bromosuccinimide; sodium hydrogencarbonate; pyridinium chlorochromate; In dichloromethane; water; tert-butyl alcohol;
DOI:10.1002/anie.201310136

Reference yield:

: 1643718-69-7
C₁₅H₁₅BrO₂

: 1643718-48-2
(5R,8S,E)-8-(bromomethyl)-3-(bromomethylene)-8-phenyl-2,7-dioxaspiro[4.4]nonan-1-one

Guidance literature:: Multi-step reaction with 2 steps

1: sodium dihydrogenphosphate; sodium chlorite / tert-butyl alcohol; water / 2 h

2: N-Bromosuccinimide; sodium hydrogencarbonate / dichloromethane / 12 h / -50 °C / Darkness

With sodium chlorite; sodium dihydrogenphosphate; N-Bromosuccinimide; sodium hydrogencarbonate; In dichloromethane; water; tert-butyl alcohol;
DOI:10.1002/anie.201310136