6-Carboxy-X-rhodamine N-succinimidyl ester

Base Information

• Chemical Name: 6-Carboxy-X-rhodamine N-succinimidyl ester
• CAS No.: 216699-36-4
• Molecular Formula: C₃₇H₃₃N₃O₇
• Molecular Weight: 631.685
• European Community (EC) Number: 634-980-1
• DSSTox Substance ID: DTXSID701099130
• Mol file: 216699-36-4.mol

Synonyms:216699-36-4;6-Carboxy-X-rhodamine N-succinimidyl ester;6-ROX, SE;6-Carboxy-X-rhodamine sucinimidyl ester;ROX NHS ester, 6- isomer;6-Carboxy-X-rhodamineN-succinimidylester;6-Carboxy-X-rhodamine, succinimidyl ester;4-(2,5-dioxopyrrolidin-1-yl)oxycarbonyl-2-(3-oxa-23-aza-9-azoniaheptacyclo[17.7.1.15,9.02,17.04,15.023,27.013,28]octacosa-1(27),2(17),4,9(28),13,15,18-heptaen-16-yl)benzoate;ROX NHS ester, pure 6- isomer;6-OX, SE;DTXSID701099130;BP-22533;MS-30863;FT-0621016;J-100085;6-ROX, SE [6-Carboxy-X-rhodamine, sucinimidyl ester];6-Carboxy-X-rhodamine N-succinimidyl ester, BioReagent, suitable for fluorescence;1H,5H,11H,15H-Xantheno[2,3,4-ij:5,6,7-i'j']diquinolizin-18-ium, 9-[2-carboxy-5-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]phenyl]-2,3,6,7,12,13,16,17-octahydro-, inner salt

Chemical Property of 6-Carboxy-X-rhodamine N-succinimidyl ester

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: g/cm³
• Storage Temp.: −20°C
• Solubility.: DMF: soluble
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 631.23185040
• Heavy Atom Count: 47
• Complexity: 1490

Purity/Quality:

99%, ^*data from raw suppliers

6-Carboxy-X-rhodamineN-succinimidylester ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC3=C(C4=C2N(C1)CCC4)OC5=C6CCC[N+]7=C6C(=CC5=C3C8=C(C=CC(=C8)C(=O)ON9C(=O)CCC9=O)C(=O)[O-])CCC7
• Uses: 6-ROX, SE can be used as amine-Reactive Fluorescent probe for labeling oligonucleotide and for preparation of labeled primers which are used in real-time PCR. Amine-Reactive Fluorescent probe for labeling oligonucleotide. 6-Carboxy-X-rhodamine N-succinimidyl ester is a rhodamine X derivative.

Technology Process of 6-Carboxy-X-rhodamine N-succinimidyl ester

There total 6 articles about 6-Carboxy-X-rhodamine N-succinimidyl ester 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:

di(succinimido) carbonate (74124-79-1) + C14H17NO3 + 2-(8-hydroxy-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinoline-9-carbonyl)terephthalic acid → 6-carboxy-X-rhodamine N-succinimidyl ester (216699-36-4) + C37H33N3O8 + C37H33N3O9

Guidance literature:

C₁₄H₁₇NO₃; 2-(8-hydroxy-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinoline-9-carbonyl)terephthalic acid; In N,N-dimethyl-formamide; Heating;

With sodium hydroxide; In methanol; water; at 20 ℃;

di(succinimido) carbonate; With triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/chem.201701216

Reference yield:

C20H31NO3Si → 6-carboxy-X-rhodamine N-succinimidyl ester (216699-36-4) + C37H33N3O8 + C37H33N3O9

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogen fluoride / water; acetonitrile / 20 h / 20 °C

2.1: trimethylsilyl polyphosphate / N,N-dimethyl-formamide / Heating

2.2: 20 °C

With hydrogen fluoride; In water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/chem.201701216

Reference yield:

7-(tert-butyldimethylsilanyloxy)-1,2,3,4-tetrahydroquinoline (1233524-42-9) → 6-carboxy-X-rhodamine N-succinimidyl ester (216699-36-4) + C37H33N3O8 + C37H33N3O9

Guidance literature:

Multi-step reaction with 4 steps

1.1: 1,2-dichloro-ethane / 140 °C

2.1: pyridine / Inert atmosphere

3.1: hydrogen fluoride / water; acetonitrile / 20 h / 20 °C

4.1: trimethylsilyl polyphosphate / N,N-dimethyl-formamide / Heating

4.2: 20 °C

With pyridine; hydrogen fluoride; In water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/chem.201701216

upstream raw materials:

7-(tert-butyldimethylsilanyloxy)-1,2,3,4-tetrahydroquinoline

di(succinimido) carbonate

8-hydroxyjulolidine

trimellitic Anhydride

Downstream raw materials:

C₄₂H₄₀N₄O₇

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