(4,7,10-TRI-BOC-1,4,7,10-TETRAAZACYCLODECAN-1-YL)ACETIC ACID

Base Information

• Chemical Name: (4,7,10-TRI-BOC-1,4,7,10-TETRAAZACYCLODECAN-1-YL)ACETIC ACID
• CAS No.: 247193-74-4
• Molecular Formula: C25H46N4O8
• Molecular Weight: 530.662
• Hs Code.: 29225090
• Mol file: 247193-74-4.mol

Synonyms:2-{4,7,10-tris[(tert-butoxy)carbonyl]-1,4,7,10-tetraazacyclododecan-1-yl}acetic acid;(4,7,10-tris-(tert-butoxycarbonyl)-1,4,7,10-tetraazacyclododecane)-1-acetic acid;[4,7,10-tris(tert-butoxy-carbonyl)-1,4,7,10-tetraaza-cyclododecan-1-yl]acetic acid;10-carboxymethyl-1,4,7,10-tetraaza-cyclododecane-1,4,7-tricarboxylic acid tri-tert-butyl ester;(4,7,10-Tri-Boc-1,4,7,10-tetraazacyclodecan-1-yl)acetic acid;1-carboxymethyl-1,4,7,10-tris(tert-butoxycarbonyl)-1,4,7,10-tetraazacyclododecane;1,4,7-Tri-Boc-10-(carboxymethyl)-1,4,7,10-tetraazacyclododecane;

Chemical Property of (4,7,10-TRI-BOC-1,4,7,10-TETRAAZACYCLODECAN-1-YL)ACETIC ACID

Chemical Property:

• Melting Point: 138 °C
• Boiling Point: 611.6±55.0 °C(Predicted)
• PKA: 2.48±0.10(Predicted)
• PSA: 129.16000
• Density: 1.126±0.06 g/cm3(Predicted)
• LogP: 2.84950
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

1,4,7-Tri-Boc-10-(carboxymethyl)-1,4,7,10-tetraazacyclododecane ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1,4,7-Tri-Boc-10-(carboxymethyl)-1,4,7,10-tetraazacyclododecane (CAS# 247193-74-4) is a bifunctional chelating agent, whose Zn(II) complexes are able to undergo RNA-binding and behave as potential antimicrobial agents. Building block used to attach the Cyclen azacrown to a molecular scaffold; selective cleavage of the HIV-1 TAR-RNA with a peptide-cyclen conjugate

Technology Process of (4,7,10-TRI-BOC-1,4,7,10-TETRAAZACYCLODECAN-1-YL)ACETIC ACID

There total 6 articles about (4,7,10-TRI-BOC-1,4,7,10-TETRAAZACYCLODECAN-1-YL)ACETIC 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: 100.0%

10-methoxycarbonylmethyl-1,4,7,10-tetraaza-cyclododecane-1,4,7-tricarboxylic acid tri-tert-butyl ester → 2-(4,7,10-tris(tert-butoxycarbonyl)-1,4,7,10-tetraazacyclododecan-1-yl)acetic acid (247193-74-4)

Guidance literature:

With lithium hydroxide monohydrate; water; In acetone; at 50 ℃;

DOI:10.1016/j.ica.2010.07.067

Reference yield: 88.0%

tri-tert-butyl 10-(2-ethoxy-2-oxoethyl)-1,4,7,10-tetraazacyclododecane-1,4,7-tricarboxylate → 2-(4,7,10-tris(tert-butoxycarbonyl)-1,4,7,10-tetraazacyclododecan-1-yl)acetic acid (247193-74-4)

Guidance literature:

With sodium hydroxide; In ethanol; at 20 ℃;

DOI:10.1016/j.jinorgbio.2015.11.029

Reference yield:

1,4,7-tris(tert-butyloxycarbonyl)-1,4,7,10-tetraazacyclododecane (175854-39-4) → 2-(4,7,10-tris(tert-butoxycarbonyl)-1,4,7,10-tetraazacyclododecan-1-yl)acetic acid (247193-74-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Na₂CO₃ / acetonitrile / Heating

2.1: NaOH / methanol; H₂O / 2 h

2.2: citric acid / H₂O / pH 5

With sodium hydroxide; sodium carbonate; In methanol; water; acetonitrile;

DOI:10.1021/ol0269300

upstream raw materials:

1,4,7-tris(tert-butyloxycarbonyl)-1,4,7,10-tetraazacyclododecane

di-tert-butyl dicarbonate

1,4,7,10-tetraazacyclododecan

Downstream raw materials:

tri-tert-butyl 10-(2-((4-methoxy-3,5-bis(methylcarbamoyl)benzyl)amino)-2-oxoethyl)-1,4,7,10-tetraazacyclododecane-1,4,7-tricarboxylate

C₅₇H₁₀₀ClN₇O₁₀

C₅₅H₉₆ClN₇O₁₀

C₅₁H₈₈ClN₇O₁₀