X-1-en-1-yl)vinyl)-1-(2-hydroxyethyl)-3,3-dimethyl3H-indol-1-ium bromide (1): It was ready by following the methodology discussed by Strekowski et al [16-18] Sodium-6-((E)-2-((E)-2-(3-((E)-2-(1-(5-carboxylat opentyl)-3,3-dimethyl3H-indol-1-ium-2-yl)vinyl)-2-chlorocyclohex-2-en-1-ylidene)ethylidene)-3,3 dimet hylindolin-1-yl)hexanoate bromide (two): It was ready by following the methodology discussed by Strekowski et al [16-18] Sodium-4-((E)-2-((E)-2-(2-chloro-3-((E)-2-(three,3-di methyl-1-(4-sulfonato butyl)-3H-indol-1-ium-2-yl)vi nyl) cyclohex-2-en-1-ylidene)ethylidene)-3,3-dimeth ylindolin-1-yl)butane-1-sulfonate (three): It was ready by following the methodology discussed by Strekowski et al [16-18] Sodium-4-(2-((E)-2-((E)-2-((4-carboxyphenyl)thi o)-3-((E)-2-(1,1-dimethyl-3-(4-sulfonato butyl)-1H-be nzo[e]indol-2(3H)-ylidene)ethylidene)cyclohex-1-en -1-yl)vinyl)-1,1-dimethyl-1H-benzo[e]indol-3-ium-3yl)butane-1 sulfonate (five): In a dry one hundred mL round bottom flask (rbf), IR 820 (one hundred mg, 0.11 mmol) and 4-mercaptobenzoic acid (90 mg, 0.58 mmol) were dissolved in dry DMF (five mL) and stirred for 16h at space temperature below Argon atm. DMF was removed under lowered stress, the residue obtained was purified by silica gel column chromatography by eluting with MeOH/ DCM (1:4) solvent technique, plus the preferred product was obtained in 83 yield. UV-Vis max (in MeOH): 835 nm ( = 1.96 x 105 cm-1); 1H NMR (400 MHz, CDCl3, ppm): eight.87 (d, 2H, J = 14 Hz), 8.15 (d, 2H, J = 14 Hz), 87.91 – 7.99 (m, 6H), 7.57 – 7.63 (m, 4H), 7.44 (t, 2H, J = 7.two Hz), 7.36 (d, 2H, J = eight.four Hz), 6.40 (d, 2H, J = 14 Hz), four.27 (t, 4H, J = 7.six Hz), 2.85 – two.92 (m, 8H), 1.93-2.10 (m, 10H), 1.77 (s, 12H). m/z calculated for [M]+ C53H56N2NaO8S3: 966.3018, located HRMS (TOFMS) [MH]+ 967.3127; low res (ESIMS) [M + Na]+ : 989.4 Synthesis with the Near Infrared Fluorophore (Cypate) (6): It was prepared by following the process published by Samuel Achilefu et al [19, 20]. Sodium-4-(2-((E)-2-((E)-2-((3-carboxyphenyl)thi o)-3-((E)-2-(1,1-dimethyl-3-(4-sulfonatobutyl)-1H-be nzo[e]indol-2(3H)-ylidene)ethylidene)cyclohex-1-en -1-yl)vinyl)-1,1-dimethyl-1H-benzo[e]indol-3-ium-3yl)butane-1-sulfonate (7): Inside a dry one hundred ml round bottom flask (rbf), IR 820 (100 mg, 0.Teclistamab 11 mmol) and 3-mercaptobenzoic acid (200 mg) was dissolved in dry DMF and stirred for 12 16 h at area temperature beneath Argon atm. Following DMF was removed by higher vacuum, the residue was purified by chromatography utilizing MeOH/DCM (1:3) because the elute solvent plus the solution was obtained in 80 yield (89 mg).Migalastat hydrochloride UV-Vis max (in MeOH): 834 nm ( = two.PMID:24914310 07 x 105 cm-1); 1H NMR (400 MHz, CHCl3, ): 8.88 (d, J=11.two Hz, 2H, Ar-H of cyanine dye), eight.13 (m, 2H, Ar-H of cyanine dye), 7.94 (t, J=8.five Hz, 5H, 4H for Ar-H of cyanine dye, 1H for Ar-H of mercaptobenzoyl group), 7.59 (d, J=8.5Hz, 5H, 4H for Ar-H of cyanine dye, 1H for Ar-H of mercaptobenzoyl group), 7.43 (m, 4H, 2H for Ar-H ofhttp://www.thno.orgTheranostics 2013, Vol. three, Issuemercaptobenzoyl group, 2H for H=CH-C=C-C= CH-CH=C-), 6.36 (d, J=12.9Hz, 2H, H=CH-C= C-C=CH-CH=C-), 4.27 (m, 4H, 2X CH2(CH2)3SO3-), 2.90 (m, 4H, 2X (CH2)3CH2SO3-), 2.84 (m, 4H, 2X (CH2)2CH2CH2SO3-), two.01 (m, 10H, 6H for cyclohexene-(CH2)three, 4H for 2X CH2CH2 (CH2)2SO3-), 1.75 (s, 12H, 4X-CH3). m/z calculated for [MH]+ C53H55N2NaO8S3: 967.3096, discovered HRMS (TOFMS) [MH]+ 967.3066; low res (ESIMS) [M Na + 2H]+ : 948.5 Sodium-4-(2-((E)-2-((E)-2-((4-aminophenyl)thio) -3-((E)-2-(1,1-dimethyl-3-(4-sulfonatobutyl)-1H-benz o[e]indol-2(3H)-yli.
