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Giovenzana, Giovanni B.; Sisti, Massimo; Palmisano, Giovanni published the article 《Pyrrolizidine alkaloids. A concise entry to (-)-pyrrolam A》. Keywords: pyrrolam A synthesis cyclocondensation; condensation methanetricarboxylate prolinol pyrrolam A synthesis; Mitsunobu condensation methanetricarboxylate prolinol.They researched the compound: Boc-D-Prolinol( cas:83435-58-9 ).Application In Synthesis of Boc-D-Prolinol. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:83435-58-9) here.

The synthesis of (-)-pyrrolam A starting from (R)-prolinol was described. The key step was the dehydrative alkylation of a conveniently protected (R)-prolinol I (R = CH2OH, R1 = CO2CMe3) with tri-Et methanetricarboxylate under the conditions of the Mitsunobu reaction to give tricarboxylate I [R = CH2C(CO2Et)3, R1 = CO2CMe3]. The tricarboxylate was converted to acid I [R = (CH2)2CO2H, R1 = H], which was cyclized to form (+)-dihydropyrrolam A (II). II was subsequently converted to (-)-pyrrolam A (III) via selenation with PhSeCl followed by oxidation with H2O2.

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Reference:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica