N-(1-((2R,3R,4R,5R)-5-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxy-3-(2-methoxyethoxy)tetrahydrofuran-2-yl)-5-methyl-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide

Base Information

• Chemical Name: N-(1-((2R,3R,4R,5R)-5-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxy-3-(2-methoxyethoxy)tetrahydrofuran-2-yl)-5-methyl-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide
• CAS No.: 182496-01-1
• Molecular Formula: C41H43N3O9
• Molecular Weight: 721.807
• European Community (EC) Number: 805-197-4
• DSSTox Substance ID: DTXSID20578958
• Wikidata: Q72440324
• Mol file: 182496-01-1.mol

Synonyms:182496-01-1;N-(1-((2R,3R,4R,5R)-5-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxy-3-(2-methoxyethoxy)tetrahydrofuran-2-yl)-5-methyl-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide;N-Benzoyl-5'-O-dmtr-2'-O-(2-methoxyethyl)-5-methyl cytidine;N-[1-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-hydroxy-3-(2-methoxyethoxy)oxolan-2-yl]-5-methyl-2-oxopyrimidin-4-yl]benzamide;N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-(2-methoxyethyl)-5-methylCytidine;SCHEMBL261395;DTXSID20578958;MFCD14586329;AKOS025401695;AM10124;AC-24674;AS-75302;CS-0100786;F12369;A855683;N-Benzoyl-5'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-2'-O-(2-methoxyethyl)-5-methylcytidine;Cytidine, N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-(2-methoxyethyl)-5-methyl-;N-{1-[(2R,3R,4R,5R)-5-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-hydroxy-3-(2-methoxyethoxy)oxolan-2-yl]-5-methyl-2-oxo-1,2-dihydropyrimidin-4-yl}benzamide;N-Benzoyl-5''-O-[bis(4-methoxyphenyl)(phenyl)methyl]-2''-O-(2-methoxyethyl)-5-methylcytidine

Chemical Property of N-(1-((2R,3R,4R,5R)-5-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxy-3-(2-methoxyethoxy)tetrahydrofuran-2-yl)-5-methyl-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide

Chemical Property:

• PKA: 8.60±0.40(Predicted)
• PSA: 143.09000
• Density: 1.26
• LogP: 4.95400
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 15
• Exact Mass: 721.29992996
• Heavy Atom Count: 53
• Complexity: 1220

Purity/Quality:

99%, ^*data from raw suppliers

N4-Benzoyl-5''-O-DMT-2''-O-(2-methoxyethyl)-5-methylcytidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN(C(=O)N=C1NC(=O)C2=CC=CC=C2)C3C(C(C(O3)COC(C4=CC=CC=C4)(C5=CC=C(C=C5)OC)C6=CC=C(C=C6)OC)O)OCCOC
• Isomeric SMILES: CC1=CN(C(=O)N=C1NC(=O)C2=CC=CC=C2)[C@H]3[C@@H]([C@@H]([C@H](O3)COC(C4=CC=CC=C4)(C5=CC=C(C=C5)OC)C6=CC=C(C=C6)OC)O)OCCOC
• Uses: N4-Benzoyl-5''-O-DMT-2''-O-(2-Methoxyethyl)-5-methylcytidine is a protected form of cyditine (C998300) used in the preparation of synthetic nucleic acids.

Technology Process of N-(1-((2R,3R,4R,5R)-5-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxy-3-(2-methoxyethoxy)tetrahydrofuran-2-yl)-5-methyl-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide

There total 19 articles about N-(1-((2R,3R,4R,5R)-5-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxy-3-(2-methoxyethoxy)tetrahydrofuran-2-yl)-5-methyl-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide 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: 98.0%

benzoic acid anhydride (93-97-0) + 2'-O-methoxyethyl-5'-O-dimethoxytrityl-5-methylcytidine (182496-00-0) → 5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-(2-methoxyethyl)-N4-benzoyl-5-methylcytidine (182496-01-1)

Guidance literature:

benzoic acid anhydride; 2'-O-methoxyethyl-5'-O-dimethoxytrityl-5-methylcytidine; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 21h;

With sodium hydride; dimethyl sulfoxide; In toluene; at 20 ℃; for 1h;

Reference yield: 98.0%

3'-O-trimethylsilyl-5'-O-dimethoxytrityl-2'-O-(2-methoxyethyl)-5-methyluridine + benzoic acid anhydride (93-97-0) + 2'-O-methoxyethyl-5'-O-dimethoxytrityl-5-methylcytidine (182496-00-0) → 5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-(2-methoxyethyl)-N4-benzoyl-5-methylcytidine (182496-01-1)

Guidance literature:

3'-O-trimethylsilyl-5'-O-dimethoxytrityl-2'-O-(2-methoxyethyl)-5-methyluridine; benzoic acid anhydride; 2'-O-methoxyethyl-5'-O-dimethoxytrityl-5-methylcytidine; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 38h;

With triethylamine; In DMF (N,N-dimethyl-formamide); toluene; for 0.0166667h;

With sodium hydride; In dimethyl sulfoxide; toluene; oil; at 20 ℃; for 1h;

Reference yield: 98.0%

benzoic acid anhydride (93-97-0) + 2'-O-methoxyethyl-5'-O-dimethoxytrityl-5-methylcytidine (182496-00-0) → 5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-(2-methoxyethyl)-N4-benzoyl-5-methylcytidine (182496-01-1) + C48H47N3O10

Guidance literature:

benzoic acid anhydride; 2'-O-methoxyethyl-5'-O-dimethoxytrityl-5-methylcytidine; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 16h;

With sodium hydride; In dimethyl sulfoxide; at 20 ℃; for 1h;

upstream raw materials:

benzoic acid anhydride

2'-O-methoxyethyl-5'-O-dimethoxytrityl-5-methylcytidine

O-2,2'-cyclo-5-methyluridine

4,4'-dimethoxytrityl chloride

Downstream raw materials:

MOE 5-Me-C Amidite

N⁴-benzoyl-2’-O-methoxyethyl-5-methylcytidine

C₄₅H₄₇N₃O₁₂*C₆H₁₅N

C₅₀H₅₉N₄O₁₀P

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