((2S,6R)-6-(6-Benzamido-9H-purin-9-yl)-4-tritylmorpholin-2-yl)methyl dimethylphosphoramidochloridate

Base Information

• Chemical Name: ((2S,6R)-6-(6-Benzamido-9H-purin-9-yl)-4-tritylmorpholin-2-yl)methyl dimethylphosphoramidochloridate
• CAS No.: 956139-18-7
• Molecular Formula: C₃₈H₃₇ClN₇O₄P
• Molecular Weight: 722.183
• European Community (EC) Number: 851-165-8
• UNII: S3743Q2VHD
• Mol file: 956139-18-7.mol

Synonyms:956139-18-7;((2S,6R)-6-(6-Benzamido-9H-purin-9-yl)-4-tritylmorpholin-2-yl)methyl dimethylphosphoramidochloridate;[(2S,6R)-6-{N6-Benzoyladenin-9-yl}-4-tritylmorpholin-2-yl]methyl dimethyl-phosphoramidochloridate;N,N-Dimethylphosphoramidochloridic acid [(2S,6R)-6-[6-(benzoylamino)-9H-purin-9-yl]-4-(triphenylmethyl)-2-morpholinyl]methyl ester;MORPHOLINO A SUBUNIT;S3743Q2VHD;SCHEMBL19660392;ZB1828;Phosphoramidochloridic acid, N,N-dimethyl-, [(2S,6R)-6-[6-(benzoylamino)-9H-purin-9-yl]-4-(triphenylmethyl)-2-morpholinyl]methyl ester;E73715;A901488;[(2S,6R)-6-[6-(Benzoylamino)-9H-purin-9-yl]-4-(triphenylmethyl)-2-morpholinyl]methyl N,N-dimethylphosphoramidochloridate;N-[9-[(2R,6S)-6-[[chloro(dimethylamino)phosphoryl]oxymethyl]-4-trityl-morpholin-2-yl]purin-6-yl]benzamide;N-[9-[(2R,6S)-6-[[chloro(dimethylamino)phosphoryl]oxymethyl]-4-tritylmorpholin-2-yl]purin-6-yl]benzamide

Chemical Property of ((2S,6R)-6-(6-Benzamido-9H-purin-9-yl)-4-tritylmorpholin-2-yl)methyl dimethylphosphoramidochloridate

Chemical Property:

• Density: 1.34±0.1 g/cm3(Predicted)
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 11
• Exact Mass: 721.2333174
• Heavy Atom Count: 51
• Complexity: 1130

Purity/Quality:

97% ^*data from raw suppliers

N,N-DimethylphosphoramidochloridicAcid[(2S,6R)-6-[6-(Benzoylamino)-9H-purin-9-yl]-4-(triphenylmethyl)-2-morpholinyl]methylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(C)P(=O)(OCC1CN(CC(O1)N2C=NC3=C(N=CN=C32)NC(=O)C4=CC=CC=C4)C(C5=CC=CC=C5)(C6=CC=CC=C6)C7=CC=CC=C7)Cl
• Isomeric SMILES: CN(C)P(=O)(OC[C@@H]1CN(C[C@@H](O1)N2C=NC3=C(N=CN=C32)NC(=O)C4=CC=CC=C4)C(C5=CC=CC=C5)(C6=CC=CC=C6)C7=CC=CC=C7)Cl
• Uses: N,N-Dimethylphosphoramidochloridic Acid [(2S,6R)-6-[6-(Benzoylamino)-9H-purin-9-yl]-4-(triphenylmethyl)-2-morpholinyl]methyl Ester is an oligonucleotide analog having cationic intersubunit linkages for use in antisense modulation of gene expression. Also a potential antibacterial.

Technology Process of ((2S,6R)-6-(6-Benzamido-9H-purin-9-yl)-4-tritylmorpholin-2-yl)methyl dimethylphosphoramidochloridate

There total 1 articles about ((2S,6R)-6-(6-Benzamido-9H-purin-9-yl)-4-tritylmorpholin-2-yl)methyl dimethylphosphoramidochloridate 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: 69.0%

(2′R,6′S)-N6-benzoyl-9-[6′-(hydroxymethyl)-N-tritylmorpholin-2′-yl]adenine (956139-16-5) + N,N-dimethylphosphoroamidic dichloride (677-43-0) → phosphoramidochloridic acid, N,N-dimethyl-, [6-[6-(benzoylamino)-9H-purin-9-yl]-4-(triphenylmethyl)-2-morpholinyl]methyl ester (956139-18-7)

Guidance literature:

(2′R,6′S)-N⁶-benzoyl-9-[6′-(hydroxymethyl)-N-tritylmorpholin-2′-yl]adenine; With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium bromide; In dichloromethane; acetonitrile; at 0 ℃; for 0.0333333h; Inert atmosphere;

N,N-dimethylphosphoroamidic dichloride; In dichloromethane; acetonitrile; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.09.126

Reference yield: 59.0%

phosphoramidochloridic acid, N,N-dimethyl-, [6-[6-(benzoylamino)-9H-purin-9-yl]-4-(triphenylmethyl)-2-morpholinyl]methyl ester (956139-18-7) + C73H129N3O10*C2HF3O2 → C111H165N10O14P

Guidance literature:

With 1,3-dimethyl-2-imidazolidinone; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 2.5h;

Reference yield:

phosphoramidochloridic acid, N,N-dimethyl-, [6-[6-(benzoylamino)-9H-purin-9-yl]-4-(triphenylmethyl)-2-morpholinyl]methyl ester (956139-18-7) → C38H37ClN7O4P + C38H37ClN7O4P

Guidance literature:

With Chiralpak IC, 21 x 250mm, 5μ; In ethyl acetate; at 20 ℃; Resolution of racemate;

upstream raw materials:

(2′R,6′S)-N⁶-benzoyl-9-[6′-(hydroxymethyl)-N-tritylmorpholin-2′-yl]adenine

N,N-dimethylphosphoroamidic dichloride