ent-3α-benzoyloxy-10β,13-hydroxy-16-oxo-17,20-dinorgibberell-1-ene-7,19-dioic acid 7-methyl ester 19,10-lactone

Base Information

Chemical Name:ent-3α-benzoyloxy-10β,13-hydroxy-16-oxo-17,20-dinorgibberell-1-ene-7,19-dioic acid 7-methyl ester 19,10-lactone
CAS No.:75759-29-4
Molecular Formula:C₂₆H₂₆O₈
Molecular Weight:466.488
Hs Code.:

Synonyms:ent-3α-benzoyloxy-10β,13-hydroxy-16-oxo-17,20-dinorgibberell-1-ene-7,19-dioic acid 7-methyl ester 19,10-lactone

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Chemical Property of ent-3α-benzoyloxy-10β,13-hydroxy-16-oxo-17,20-dinorgibberell-1-ene-7,19-dioic acid 7-methyl ester 19,10-lactone

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Technology Process of ent-3α-benzoyloxy-10β,13-hydroxy-16-oxo-17,20-dinorgibberell-1-ene-7,19-dioic acid 7-methyl ester 19,10-lactone

There total 16 articles about ent-3α-benzoyloxy-10β,13-hydroxy-16-oxo-17,20-dinorgibberell-1-ene-7,19-dioic acid 7-methyl ester 19,10-lactone 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: 80.0%

: 79936-43-9
ent-13-acetoxy-3α-benzoyloxy-10β-hydroxy-16-oxo-17,20-dinorgibberell-1-ene-7,19-dioic acid 7-methyl ester 19,10-lactone

: 75759-29-4
ent-3α-benzoyloxy-10β,13-hydroxy-16-oxo-17,20-dinorgibberell-1-ene-7,19-dioic acid 7-methyl ester 19,10-lactone

Guidance literature:: With potassium carbonate; potassium hydrogencarbonate; In tetrahydrofuran; water; 1.) 20 deg C, 6h, 2.) 4 deg C, 16 h;

Reference yield: 60.0%

: 79936-42-8
ent-13-acetoxy-3α-benzoyloxy-10β-hydroxy-20-norgibberella-1,16-diene-7,19-dioic acid 7-methyl ester 19,10-lactone

: 75759-29-4
ent-3α-benzoyloxy-10β,13-hydroxy-16-oxo-17,20-dinorgibberell-1-ene-7,19-dioic acid 7-methyl ester 19,10-lactone

: 79936-43-9
ent-13-acetoxy-3α-benzoyloxy-10β-hydroxy-16-oxo-17,20-dinorgibberell-1-ene-7,19-dioic acid 7-methyl ester 19,10-lactone

Guidance literature:: With ozone; acetic acid; In ethanol; at 20 ℃; for 0.166667h;

Reference yield:

: 75758-88-2
(+/-)-(1α,2α,4aα,4bβ,10β)-8,8-(Ethylenedioxy)-2,7-dihydroxy-10-(methoxycarbonyl)-1-methylgibbane-1,4a-carbolactone

: 75759-29-4
C₂₆H₂₆O₈

Guidance literature:: Multi-step reaction with 8 steps

1: 95 percent / C₅H₅N / 4 h / 25 °C

2: 82 percent / tetra-n-butylammonium bromide, DBN / dimethylformamide / 21 h / 90 °C

3: 1.) pyridine, DMAP / 1.) 25 deg C, 6 h

4: tetrachlorosilane, triethylamine / CH₂Cl₂ / 48 h / 25 °C

5: 98 percent / aq. OsO₄, N-methylmorpholin N-oxide / acetone / 90 h / 5 °C

6: 1.) p-toluene sulfonic acid, 4 A sieves, 2.) N-bromosuccinimide / 1.) (CH₂Cl)2, reflux, 16 h, 2.) CCl₄, irradiation, 35 deg C, 1.25 h

7: 90 percent / DBN / tetrahydrofuran; dimethylformamide / 1 h / 65 °C

8: 100 percent / aq. HCl / tetrahydrofuran / 6 h / 30 °C

With pyridine; hydrogenchloride; dmap; N-Bromosuccinimide; osmium(VIII) oxide; tetrachlorosilane; 2,6-dichloro-benzonitrile; 4 A molecular sieve; tetrabutylammomium bromide; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja00541a071