(+/-)-(1α,2α,4aα,4bβ,10α)-2-(Benzoyloxy)-10a-bromo-10-(ethoxycarbonyl)-8,8-(ethylenedioxy)-7-<(methoxymethyl)oxy>-1-methylgibbane-1,4a-carbolactone

Base Information

Chemical Name:(+/-)-(1α,2α,4aα,4bβ,10α)-2-(Benzoyloxy)-10a-bromo-10-(ethoxycarbonyl)-8,8-(ethylenedioxy)-7-<(methoxymethyl)oxy>-1-methylgibbane-1,4a-carbolactone
CAS No.:75758-99-5
Molecular Formula:C₃₁H₃₇BrO₁₀
Molecular Weight:649.533
Hs Code.:

Synonyms:(+/-)-(1α,2α,4aα,4bβ,10α)-2-(Benzoyloxy)-10a-bromo-10-(ethoxycarbonyl)-8,8-(ethylenedioxy)-7-<(methoxymethyl)oxy>-1-methylgibbane-1,4a-carbolactone

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Chemical Property of (+/-)-(1α,2α,4aα,4bβ,10α)-2-(Benzoyloxy)-10a-bromo-10-(ethoxycarbonyl)-8,8-(ethylenedioxy)-7-<(methoxymethyl)oxy>-1-methylgibbane-1,4a-carbolactone

Chemical Property:

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Technology Process of (+/-)-(1α,2α,4aα,4bβ,10α)-2-(Benzoyloxy)-10a-bromo-10-(ethoxycarbonyl)-8,8-(ethylenedioxy)-7-<(methoxymethyl)oxy>-1-methylgibbane-1,4a-carbolactone

There total 6 articles about (+/-)-(1α,2α,4aα,4bβ,10α)-2-(Benzoyloxy)-10a-bromo-10-(ethoxycarbonyl)-8,8-(ethylenedioxy)-7-<(methoxymethyl)oxy>-1-methylgibbane-1,4a-carbolactone 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:

: 75758-98-4
(+/-)-(1α,2α,4bβ,10α)-2-(Benzoyloxy)-10-(ethoxycarbonyl)-8,8-(ethylenedioxy)-7-<(methoxymethyl)oxy>-1-methylgibb-4a(10a)-ene-1-carboxylic acid

: 75758-99-5
(+/-)-(1α,2α,4aα,4bβ,10α)-2-(Benzoyloxy)-10a-bromo-10-(ethoxycarbonyl)-8,8-(ethylenedioxy)-7-<(methoxymethyl)oxy>-1-methylgibbane-1,4a-carbolactone

Guidance literature:: With potassium tribromide; potassium hydrogencarbonate; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1021/jo00192a002

Reference yield:

: 91156-89-7
(+/-)-(1α,2α,4bβ,10α)-8,8-(Ethylenedioxy)-2-hydroxy-1-(methoxycarbonyl)-7-<(methoxymethyl)oxy>-1-methylgibb-4a(10a)-ene-10-carboxylic acid

: 75758-99-5
(+/-)-(1α,2α,4aα,4bβ,10α)-2-(Benzoyloxy)-10a-bromo-10-(ethoxycarbonyl)-8,8-(ethylenedioxy)-7-<(methoxymethyl)oxy>-1-methylgibbane-1,4a-carbolactone

Guidance literature:: Multi-step reaction with 4 steps

1: CH₂Cl₂; diethyl ether / 0.5 h

2: pyridine / 1) 2h, 0 deg C 2) 16h, 25 deg C

3: 77 percent / lithium propanethiolate / hexamethylphosphoric acid triamide / 2 h

4: 65 mg / KBr₃, KHCO₃ / tetrahydrofuran / 1 h / 0 °C

With potassium tribromide; lithium n-propylmercaptide; potassium hydrogencarbonate; In tetrahydrofuran; pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane;
DOI:10.1021/jo00192a002

Reference yield:

: 75758-87-1
C₂₅H₃₆O₉

: 75758-99-5
(+/-)-(1α,2α,4aα,4bβ,10α)-2-(Benzoyloxy)-10a-bromo-10-(ethoxycarbonyl)-8,8-(ethylenedioxy)-7-<(methoxymethyl)oxy>-1-methylgibbane-1,4a-carbolactone

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / 1) 2h, 0 deg C 2) 16h, 25 deg C

2: 77 percent / lithium propanethiolate / hexamethylphosphoric acid triamide / 2 h

3: 65 mg / KBr₃, KHCO₃ / tetrahydrofuran / 1 h / 0 °C

With potassium tribromide; lithium n-propylmercaptide; potassium hydrogencarbonate; In tetrahydrofuran; pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide;
DOI:10.1021/jo00192a002