764710-82-9

Basic information

• Product Name: N-[(7-methyl-6,6a,7,8-tetrahydro-4H-indolo[4,3-fg]quinolin-9-ylidene)-(toluene-4-sulfonyl)-methyl]-formamide
• Synonyms: N-[(7-methyl-6,6a,7,8-tetrahydro-4H-indolo[4,3-fg]quinolin-9-ylidene)-(toluene-4-sulfonyl)-methyl]-formamide
• CAS NO: 764710-82-9
• Molecular Weight: 433.531
• Mol File: 764710-82-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-[(7-methyl-6,6a,7,8-tetrahydro-4H-indolo[4,3-fg]quinolin-9-ylidene)-(toluene-4-sulfonyl)-methyl]-formamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-[(7-methyl-6,6a,7,8-tetrahydro-4H-indolo[4,3-fg]quinolin-9-ylidene)-(toluene-4-sulfonyl)-methyl]-formamide(764710-82-9)
• EPA Substance Registry System: N-[(7-methyl-6,6a,7,8-tetrahydro-4H-indolo[4,3-fg]quinolin-9-ylidene)-(toluene-4-sulfonyl)-methyl]-formamide(764710-82-9)

Safety Data

• Hazardous Substances Data: 764710-82-9(Hazardous Substances Data)

Upstream product

• 253191-72-9 1-pivaloyl-4-bromo-5-oxo-1,3,4,5-tetrahydrobenz[c,d]indole 
• 60384-36-3 (+/-)-9,10-didehydro-6-methylergoline-8-one 
• 764710-81-8 N-pivaloyl-4-[N-methyl-N-acetonyl-(2',2'-ethylenedioxy)]amino-3,4-dihydro-1H-benzo[c,d]indol-5-one 
• 764710-85-2 4-[N-methyl-N-acetonyl-(2',2'-ethylenedioxy)]amino-3,4-dihydro-1H-benzo[c,d]indol-5-one 
• 764710-84-1 4-[methyl-(2-oxo-propyl)-amino]-3,4-dihydro-1H-benzo[cd]indol-5-one 
• 764710-89-6 4-bromo-3,4-dihydro-1H-benzo[c,d]indol-5-one 

Downstream Products

• 67215-36-5 iso-lysergic acid methyl ester 
• 4579-64-0 lysergic acid methyl ester 
• 82-58-6 D-lysergic acid 
• 478-95-5 6-methyl-9,10-didehydro-ergoline-8-carboxylic acid 

Relevant articles and documents

Enantioefficient synthesis of α-ergocryptine: First direct synthesis of (+)-lysergic acid

The first direct synthesis of (+)-lysergic acid (2a) suitable for scale-up has been achieved by the following reaction sequence. Bromoketones 4d or 4g were allowed to react with amine 5 followed by deprotection, and the resulting diketone 6c was transformed into the unsaturated ketone (±)-7 by the LiBr/Et3N system. Resolution afforded (+)-7, which was further transformed by Schoellkopfs method into the mixture of esters 2e and 2f. Upon hydrolysis the latter mixture afforded (+)-2a. The peptide part of α-ergocryptine (1) was prepared according to the Sandoz method; the stereoefficiency, however, has been significantly improved by applying a new resolution method and recycling the undesired enantiomer. Coupling the peptide part with lysergic acid afforded 1. Having synthetic (+)-7 in hand, we can claim the total synthesis of all the alkaloids which were prepared earlier from (+)-7 that had been obtained through degradation of natural lysergic acid.