Anthraquinone → 4-[(3-aminopropyl)amino]-1-[(3-L-alanylaminopropyl)amino]-anthracene-9,10-dione

HRID 3082

Reaction equation

C1C2C(=O)C3C(=CC=CC=3)C(=O)C=2C=CC=1.[NH2:17][CH2:18][CH2:19][CH2:20][NH:21][C:22]1[C:35]2[C:34](=[O:36])[C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[C:27](=[O:37])[C:26]=2[C:25]([NH:38][CH2:39][CH2:40][CH2:41][NH2:42])=[CH:24][CH:23]=1.C(OC([NH:50][C@H:51]([C:53](O)=[O:54])[CH3:52])=O)(C)(C)C.C(OC(NCC(O)=O)=O)(C)(C)C>>[NH2:42][CH2:41][CH2:40][CH2:39][NH:38][C:25]1[C:26]2[C:27](=[O:37])[C:28]3[C:33](=[CH:32][CH:31]=[CH:30][CH:29]=3)[C:34](=[O:36])[C:35]=2[C:22]([NH:21][CH2:20][CH2:19][CH2:18][NH:17][C:53](=[O:54])[C@H:51]([CH3:52])[NH2:50])=[CH:23][CH:24]=1

Participants

Reactant 4

HCID 6780Anthraquinone

HCID 78288N-(tert-butoxycarbonyl)glycine

HCID 85082Tert-butoxycarbonylalanine

HCID 106936621,4-Bis[(3-aminopropyl)amino]-anthracene-9,10-dione

Product 1

HCID 676376394-[(3-aminopropyl)amino]-1-[(3-L-alanylaminopropyl)amino]-anthracene-9,10-dione

Procedure

Example 28 was prepared by an equivalent procedure to that described for Example 24 except that the starting anthraquinone was 1,4-bis[(3-aminopropyl)amino]-anthracene-9,10-dione and N-tertiarybutoxycarbonyl-L-alanine replaced N-tertiarybutoxycarbonylglycine.

Workup

customExample 28 was prepared by an equivalent procedure to that

Sources & evidence

ORD record: ord-888b842697c24f2abdd0a5f6ef3eaa40
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05733880

Linked notes

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