1982
DOI: 10.1021/jo00135a038
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Abstract: for optimum performance. The use of immobilized whole organisms of this type, or of crude extracts from them, would be the most efficient method for preparation of the required enzymatic activities.

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Cited by 22 publications
(6 citation statements)
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“…The formation of 13 is not unexpected, as there are some reports of oxidation reactions of steroid enones either in alkaline media (e.g., with oxygen in the presence of t BuOK or with oxygen in alkaline methanol) or with tetrazolium salts . Thus, reaction of GA isomers 1 or 4 with tetrazolium salts was reported to yield 16% (from (18α)‐ 4 ) or 30% (from (18β)‐ 1 ) of (3β,18β,20β) 3,18‐dihydroxy‐11‐oxo‐20‐olean‐12‐en‐29‐oic acid (i.e., (18β) 18‐hydroxy‐glycyrrhetinic acid) .…”
Section: Resultsmentioning
confidence: 88%
“…The formation of 13 is not unexpected, as there are some reports of oxidation reactions of steroid enones either in alkaline media (e.g., with oxygen in the presence of t BuOK or with oxygen in alkaline methanol) or with tetrazolium salts . Thus, reaction of GA isomers 1 or 4 with tetrazolium salts was reported to yield 16% (from (18α)‐ 4 ) or 30% (from (18β)‐ 1 ) of (3β,18β,20β) 3,18‐dihydroxy‐11‐oxo‐20‐olean‐12‐en‐29‐oic acid (i.e., (18β) 18‐hydroxy‐glycyrrhetinic acid) .…”
Section: Resultsmentioning
confidence: 88%
“…The desired A-ring fused steroidal pyrazines could be obtained from compound 3 or 7 in quite low yields, without the α-ketoenol intermediates (4 or 8), even in harsh reaction conditions (sulfur and refluxing morpholine) [30]. However, the corresponding α-ketoenols might be prepared in complex reaction conditions, according to previous reports [35,36], such as in dry toluene at −25 • C for 1.5-4 h with t-BuOK (1.5 equiv.) and (3 equiv.)…”
Section: Discussionmentioning
confidence: 85%
“…Mass spectra (MS; EI mode) were obtained using a JEOL JMS-DX303 spectrometer. [30]. The mixture was stirred at room temperature in air for 4 h, then diluted with EtOAc (200 ml), washed with H 2 O to natural, and dried with Na 2 SO 4 .…”
Section: Materials and General Methodsmentioning
confidence: 99%
“…Treatment of [19S-or 19R-2 H] 19-hydroxyAD 19-TBDMS ester 5 or 6, synthesized according to the methods previously reported [28,29], with tert-BuOK in tert-BuOH under air [30] gave the 6-oxo derivative 7 or 8 (Fig. 3) …”
Section: Synthesis Of [19s-2 H 19r-2 H or 19-2 H 2 ] 19-hydroxy 6-oxmentioning
confidence: 99%