1,4-Bis((1,4,8,11-tetraazacyclotetradecan-1-yl)methyl)benzene octahydrobromide

Base Information

• Chemical Name: 1,4-Bis((1,4,8,11-tetraazacyclotetradecan-1-yl)methyl)benzene octahydrobromide
• CAS No.: 155148-32-6
• Molecular Formula: C28H54N8
• Molecular Weight: 502.7906
• UNII: S79I522MQB
• DSSTox Substance ID: DTXSID50694711
• Wikidata: Q27288771
• Mol file: 155148-32-6.mol

Synonyms:1,1'-(1,4-phenylenebis(methylene))bis(1,4,8,11-tetraazacyclotetradecane)octahydrochloride dihydrate;1,1'-(1,4-phenylenebis-(methylene))-bis-1,4,8,11-tetraazacyclotetradecane;1,1'-(1,4-phenylenebis-(methylene))-bis-1,4,8,11-tetraazacyclotetradecane octahydrochloride dihydrate;AMD 3100;AMD 3329;AMD-3100;AMD-3329;AMD3100;JM 3100;JM3100;mezobil;mozobil;plerixafor;plerixafor hydrochloride;plerixafor octahydrobromide;plerixafor octahydrochloride;RPA bicyclam

Chemical Property of 1,4-Bis((1,4,8,11-tetraazacyclotetradecan-1-yl)methyl)benzene octahydrobromide

Chemical Property:

• Vapor Pressure: 1.06E-34mmHg at 25°C
• Boiling Point: 898.2°C at 760 mmHg
• Flash Point: 497°C
• PSA: 78.66000
• LogP: 9.92920
• Storage Temp.: Inert atmosphere,Room Temperature
• Hydrogen Bond Donor Count: 14
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 1149.84825
• Heavy Atom Count: 44
• Complexity: 456

Purity/Quality:

97% ^*data from raw suppliers

1,4-Bis((1,4,8,11-tetraazacyclotetradecan-1-yl)methyl)benzene octahydrobromide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCCNCCCN(CCNC1)CC2=CC=C(C=C2)CN3CCCNCCNCCCNCC3.Br.Br.Br.Br.Br.Br.Br.Br

Technology Process of 1,4-Bis((1,4,8,11-tetraazacyclotetradecan-1-yl)methyl)benzene octahydrobromide

There total 3 articles about 1,4-Bis((1,4,8,11-tetraazacyclotetradecan-1-yl)methyl)benzene octahydrobromide 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: 90.3%

1,1'-<1,4-phenylenebis(methylene)>bis<4,8,11-tris(p-tolylsulfonyl)-1,4,8,11-tetraazacyclotetradecane> (110078-47-2) → Plerixafor hydrobromide (155148-32-6)

Guidance literature:

With hydrogen bromide; acetic acid; In water; at 110 - 115 ℃; for 48h;

Reference yield:

1,4-bis(bromomethyl)benzene (623-24-5) → Plerixafor hydrobromide (155148-32-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / K₂CO₂ / acetonitrile / 18 h / Heating

2: 86 percent / aq. 48percent HBr, acetic acid / 100 - 110 °C

With hydrogen bromide; potassium carbonate; acetic acid; In acetonitrile;

DOI:10.1021/jm00002a019

Reference yield:

tris-(p-toluenesulfonyl)-1,4,8,11-tetraazacyclotetradecane (104395-69-9) → Plerixafor hydrobromide (155148-32-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / K₂CO₂ / acetonitrile / 18 h / Heating

2: 86 percent / aq. 48percent HBr, acetic acid / 100 - 110 °C

With hydrogen bromide; potassium carbonate; acetic acid; In acetonitrile;

DOI:10.1021/jm00002a019

upstream raw materials:

1,1'-<1,4-phenylenebis(methylene)>bis<4,8,11-tris(p-tolylsulfonyl)-1,4,8,11-tetraazacyclotetradecane>

1,4-bis(bromomethyl)benzene

tris-(p-toluenesulfonyl)-1,4,8,11-tetraazacyclotetradecane

Downstream raw materials:

1-[4-(1,4,8,11-tetraazacyclotetradecan-1-ylmethyl)benzyl]-1,4,8,11-tetraazacyclotetradecane