N-(2-amino-3-(4-isothiocyanatophenyl)propyl)cyclohexane-1,2-diamine-N,N',N',N'',N''-pentaacetic acid

Base Information

• Chemical Name: N-(2-amino-3-(4-isothiocyanatophenyl)propyl)cyclohexane-1,2-diamine-N,N',N',N'',N''-pentaacetic acid
• CAS No.: 142434-84-2
• Molecular Formula: C₂₆H₃₄N₄O₁₀S
• Molecular Weight: 594.643
• Mol file: 142434-84-2.mol

Synonyms:Glycine,N-[2-[bis(carboxymethyl)amino]cyclohexyl]-N-[2-[bis(carboxymethyl)amino]-3-(4-isothiocyanatophenyl)propyl]-,[1a(S*),2b]-(?à)-; CHX-A-DTPA

Chemical Property of N-(2-amino-3-(4-isothiocyanatophenyl)propyl)cyclohexane-1,2-diamine-N,N',N',N'',N''-pentaacetic acid

Chemical Property:

• Boiling Point: 905.3°Cat760mmHg
• Flash Point: 501.3°C
• PSA: 0.00000
• Density: 1.44g/cm³
• LogP: 0.00000

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2-amino-3-(4-isothiocyanatophenyl)propyl)cyclohexane-1,2-diamine-N,N',N',N'',N''-pentaacetic acid

There total 24 articles about N-(2-amino-3-(4-isothiocyanatophenyl)propyl)cyclohexane-1,2-diamine-N,N',N',N'',N''-pentaacetic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

thiophosgene (463-71-8) + N-<2-amino-3-(p-aminophenyl)propyl>-trans-cyclohexane-1,2-diamine-N,N',N'N'',N''-penta-acetic acid (133725-78-7,133775-66-3,137174-09-5,142434-88-6,142434-89-7,1105741-38-5) → N-<2-amino-3-(p-isothiocyanatophenyl)propyl>-trans-cyclohexane-1,2-diamine-N,N',N'N'',N''-penta-acetic acid (133725-79-8,133775-67-4,137174-07-3,142434-84-2,142434-85-3,157380-45-5)

Guidance literature:

In chloroform; water; for 2h;

DOI:10.1039/P19920001173

Reference yield: 92.0%

thiophosgene (463-71-8) + N-<2-amino-3-(p-aminophenyl)propyl>-trans-cyclohexane-1,2-diamine-N,N',N'N'',N''-penta-acetic acid (133725-78-7,133775-66-3,137174-09-5,142434-88-6,142434-89-7,1105741-38-5) → N-<2-amino-3-(p-isothiocyanatophenyl)propyl>-trans-cyclohexane-1,2-diamine-N,N',N'N'',N''-penta-acetic acid (133725-79-8,133775-67-4,137174-07-3,142434-84-2,142434-85-3,157380-45-5)

Guidance literature:

In chloroform; water; for 2h;

DOI:10.1039/P19920001173

Reference yield:

N-tert-butoxycarbonyl-p-nitrophenylalanine N-hydroxysuccinimidyl ester (88319-56-6) → N-<2-amino-3-(p-isothiocyanatophenyl)propyl>-trans-cyclohexane-1,2-diamine-N,N',N'N'',N''-penta-acetic acid (133725-79-8,133775-67-4,137174-07-3,142434-84-2,142434-85-3,157380-45-5)

Guidance literature:

Multi-step reaction with 7 steps

1: dimethylformamide

2: HCl(g) / dioxane / 1) 8 h, 2) 4 deg C, 12 h

3: 1) BH₃, 2) HCl(g) / 1) THF, 50 deg C, 48 h, 2a) dioxane, reflux, 5 h, b) r. t., 12 h

4: 1) Na₂CO₃ / 1) DMF, 65 deg C, 2) DMF, 90 deg C, 12 h

5: CF₃CO₂H / 12 h

6: 96 percent / H₂ / 10percent Pd-C / H₂O / 760 Torr

7: 94 percent / H₂O; CHCl₃ / 2 h

With hydrogenchloride; borane; hydrogen; sodium carbonate; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; chloroform; water; N,N-dimethyl-formamide;

DOI:10.1039/P19920001173

upstream raw materials:

thiophosgene

N-[2-amino-3-(p-aminophenyl)propyl]-trans-cyclohexane-1,2-diamine-N,N',N',N,N-pentaacetic acid

N-tert-butoxycarbonyl-p-nitrophenylalanine N-hydroxysuccinimidyl ester

trans-1,2-Diaminocyclohexane

Refernces

• 1、 Brechbiel, Martin W.,Pippin, C. Greg,McMurry, Thomas J.,Milenic, Diane,Roselli, Mario,et al.. "An Effective Chelating Agent for Labelling of Monoclonal Antibody with 212Bi for &α-Particle Mediated Radioimmunotherapy". . p. 1169 - 1170. Retrieved 2007/10/02.