(2H-1,3-benzodioxol-5-yl)boronic acid → N1,N1'-((5-(benzo[d][1,3]dioxol-5-yl)-1,3-phenylene)bis(methylene))bis(N3-(3-ammoniopropyl)propane-1,3-diaminium) chloride

HRID 58973ノート

反応式

HRID 58973 の反応式
C1C(C=O)=CC(Br)=CC=1C=O.O1C2C=CC(B(O)O)=CC=2OC1.NCCCNCCCNC(=O)OC(C)(C)C.[ClH:40].[O:41]1[C:45]2[CH:46]=[CH:47][C:48]([C:50]3[CH:51]=[C:52]([CH2:66][NH:67][CH2:68][CH2:69][CH2:70][NH:71][CH2:72][CH2:73][CH2:74][NH2:75])[CH:53]=[C:54]([CH2:56][NH:57][CH2:58][CH2:59][CH2:60][NH:61][CH2:62][CH2:63][CH2:64][NH2:65])[CH:55]=3)=[CH:49][C:44]=2[O:43][CH2:42]1>>[Cl-:40].[O:41]1[C:45]2[CH:46]=[CH:47][C:48]([C:50]3[CH:55]=[C:54]([CH2:56][NH2+:57][CH2:58][CH2:59][CH2:60][NH2+:61][CH2:62][CH2:63][CH2:64][NH3+:65])[CH:53]=[C:52]([CH2:66][NH2+:67][CH2:68][CH2:69][CH2:70][NH2+:71][CH2:72][CH2:73][CH2:74][NH3+:75])[CH:51]=3)=[CH:49][C:44]=2[O:43][CH2:42]1.[Cl-:40].[Cl-:40].[Cl-:40].[Cl-:40].[Cl-:40]

参加物

5

反応物 4

HCID 2734371(2H-1,3-benzodioxol-5-yl)boronic acidHCID 27866321,1-Dimethylethyl N-(3-((3-aminopropyl)amino)propyl)carbamateHCID 143832305-Bromobenzene-1,3-dicarbaldehydeHCID 131737044N1,N1'-((5-(benzo[d][1,3]dioxol-5-yl)-1,3-phenylene)bis(methylene))bis(N3-(3-aminopropyl)propane-1,3-diamine), hydrochloride salt

生成物 1

HCID 131737043N1,N1'-((5-(benzo[d][1,3]dioxol-5-yl)-1,3-phenylene)bis(methylene))bis(N3-(3-ammoniopropyl)propane-1,3-diaminium) chloride

実験手順

Example 46 was prepared in a similar fashion to Example 45 (CZ-58) from 5-bromoisophthaldehyde, benzo[d][1,3]dioxol-5-ylboronic acid, and tert-butyl (3-((3-aminopropyl)amino)propyl)carbamate. N1,N1′-((5-(benzo[d][1,3]dioxol-5-yl)-1,3-phenylene)bis(methylene))bis(N3-(3-aminopropyl)propane-1,3-diamine), hydrochloride salt: 1H NMR (500 MHz, D2O) δ 7.72 (s, 2H), 7.49 (s, 1H), 7.15 (s, 2H), 6.93 (d, J=8.5 Hz, 1H), 5.95 (s, 2H), 4.30 (s, 4H), 3.21-3.12 (m, 8H), 3.05 (t, J=8.0 Hz, 4H), 2.17-2.02 (m, 8H). 13C NMR (125 MHz, D2O) δ 148.1, 147.6, 142.3, 133.3, 132.2, 130.8, 129.7, 129.6, 129.4, 121.1, 109.0, 107.5, 101.6, 51.0, 44.8, 44.8, 44.4, 36.6, 23.9, 22.8.

出典と根拠

ORDレコード
ord-d251a2747cdb4a3495a4c7a50dbe7f60
出典データセット
uspto-grants-2016_09
特許番号
US09439433B2

反応ノート

読み込み中…