100073-74-3Relevant articles and documents
A four-step scalable formal synthesis of ningalin C
Ramadoss, Velayudham,Nahide, Pradip D.,Juárez-Ornelas, Kevin A.,Rentería-Gómez, Marvin,Ortiz-Alvarado, Rafael,Solorio-Alvarado, César R.
, p. 385 - 394 (2016/10/31)
A practical, concise and scalable synthesis of a key intermediate in the preparation of the alkaloid ningalin C was developed over four steps in 29% overall yield. The procedure involves three commercially available starting materials and uses the chemistry of squaric esters. In view of the relevance of scalability in recent times, herein is highlighted the importance of the developed strategy, allowing the preparation of close to 300 mg of the key quinone.
BENZOPHENANTHRIDINES. IV. SYNTHESIS OF THE BENZOPHENANTHRIDINE RING FROM ETHYL 6-(3,4-DIMETHOXYPHENYLACETYL)-3,4-DIMETHOXYPHENYLACETATE. 11,12-DIACETOXY-6-METHYLFAGARONINE METHYL ESTER PERCHLORATE
Khokhlov, V. A.,Sladkov, V. I.,Kuleshova, L. N.,Suvorov, N. N.
, p. 2379 - 2384 (2007/10/02)
The perchlorate of 11,12-diacetoxy-6-methylfagaronine methyl ester was synthesized from ethyl 6-(3,4-dimethoxyphenylacetyl)-3,4-dimethoxyphenylacetate through the formation of the corresponding 2-hydroxy-1,4- and then the 4-isopropyloxy-1,2-naphthaquinone
BENZOPHENANTHRIDINES. II. CONSTRUCTION OF THE ACD FRAGMENTS IN THE TOTAL SYNTHESIS OF BENZO- AND BENZOPHENANTHRIDINES BY ALKYLATION OF THE SILVER SALT OF 2-HYDROXY-6,7-DIMETHOXY-3-(3,4-DIMETHOXYPHENYL)-1,4-NAPHTHOQUINONE
Khokhlov, V. A.,Sladkov, V. I.,Kurkovskaya, L. N.,Kuleshova, E. F.,Anisimova, O. S.,Suvorov, N. N.
, p. 976 - 983 (2007/10/02)
The alkylation of the silver salt of 2-hydroxy-6,7-dimethoxy-3-(3,4-dimethoxyphenyl)-1,4-naphthoquinone by methyl, ethyl, butyl, or isopropyl halides leads to the formation of a mixture of isomeric 2-alkoxy-1,4- and 4-alkoxy-1,2-naphthoquinones.The isomer