(+/-)-(1α,2α,4aα,4bβ,10β)-2-(Benzoyloxy)-10-(ethoxycarbonyl)-8,8-(ethylenedioxy)-7-hydroxy-1-methylgibbane-1,4a-carbolactone

Base Information

Chemical Name:(+/-)-(1α,2α,4aα,4bβ,10β)-2-(Benzoyloxy)-10-(ethoxycarbonyl)-8,8-(ethylenedioxy)-7-hydroxy-1-methylgibbane-1,4a-carbolactone
CAS No.:75759-01-2
Molecular Formula:C₂₉H₃₄O₉
Molecular Weight:526.584
Hs Code.:

Synonyms:(+/-)-(1α,2α,4aα,4bβ,10β)-2-(Benzoyloxy)-10-(ethoxycarbonyl)-8,8-(ethylenedioxy)-7-hydroxy-1-methylgibbane-1,4a-carbolactone

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Chemical Property of (+/-)-(1α,2α,4aα,4bβ,10β)-2-(Benzoyloxy)-10-(ethoxycarbonyl)-8,8-(ethylenedioxy)-7-hydroxy-1-methylgibbane-1,4a-carbolactone

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Technology Process of (+/-)-(1α,2α,4aα,4bβ,10β)-2-(Benzoyloxy)-10-(ethoxycarbonyl)-8,8-(ethylenedioxy)-7-hydroxy-1-methylgibbane-1,4a-carbolactone

There total 8 articles about (+/-)-(1α,2α,4aα,4bβ,10β)-2-(Benzoyloxy)-10-(ethoxycarbonyl)-8,8-(ethylenedioxy)-7-hydroxy-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: 86.0%

: 75759-00-1
(+/-)-(1α,2α,4aα,4bβ,10α)-2-(Benzoyloxy)-10-(ethoxycarbonyl)-8,8-(ethylenedioxy)-7-hydroxy-1-methylgibbane-1,4a-carbolactone

: 75759-01-2
(+/-)-(1α,2α,4aα,4bβ,10β)-2-(Benzoyloxy)-10-(ethoxycarbonyl)-8,8-(ethylenedioxy)-7-hydroxy-1-methylgibbane-1,4a-carbolactone

Guidance literature:: With 1,5-Diazabicyclo[5.4.0]undec-5-ene; In N,N-dimethyl-formamide; at 90 ℃; for 17h;
DOI:10.1021/jo00192a002

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

: 75759-01-2
(+/-)-(1α,2α,4aα,4bβ,10β)-2-(Benzoyloxy)-10-(ethoxycarbonyl)-8,8-(ethylenedioxy)-7-hydroxy-1-methylgibbane-1,4a-carbolactone

Guidance literature:: Multi-step reaction with 3 steps

1: KHCO₃, KBr₃ / 1.5 h / 0 °C

2: 1.) n-Bu₃SnH, 2.) chromium(II) diacetate, n-PrSH

3: 86 percent / DBU / dimethylformamide / 17 h / 90 °C

With potassium tribromide; 1-thiopropane; tri-n-butyl-tin hydride; chromium(II) acetate; potassium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide;
DOI:10.1021/ja00541a072

Reference yield:

: 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

: 75759-01-2
(+/-)-(1α,2α,4aα,4bβ,10β)-2-(Benzoyloxy)-10-(ethoxycarbonyl)-8,8-(ethylenedioxy)-7-hydroxy-1-methylgibbane-1,4a-carbolactone

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) n-Bu₃SnH, 2.) chromium(II) diacetate, n-PrSH

2: 86 percent / DBU / dimethylformamide / 17 h / 90 °C

With 1-thiopropane; tri-n-butyl-tin hydride; chromium(II) acetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide;
DOI:10.1021/ja00541a072