N-(1-((2R,6S)-6-(Hydroxymethyl)-4-tritylmorpholin-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide

Base Information

• Chemical Name: N-(1-((2R,6S)-6-(Hydroxymethyl)-4-tritylmorpholin-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide
• CAS No.: 125515-31-3
• Molecular Formula: C35H32N4O4
• Molecular Weight: 572.663
• European Community (EC) Number: 813-214-1
• Wikidata: Q76511470
• Mol file: 125515-31-3.mol

Synonyms:125515-31-3;N-(1-((2R,6S)-6-(Hydroxymethyl)-4-tritylmorpholin-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide;N-[1-(6-Hydroxymethyl-4-trityl-morpholin-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide;N4-benzoyl-7'-oH-N-trityl morpholino cytosine;N-[1-[(2R,6S)-6-(hydroxymethyl)-4-tritylmorpholin-2-yl]-2-oxopyrimidin-4-yl]benzamide;N4-Benzoyl-7'-OH-N-trityl morpholino cytosine;N4-Benzoyl-7 inverted exclamation mark -OH-N-trityl morpholino cytosine;DMFVVKPXZHMPKX-XDFJSJKPSA-N;123003-60-1;N-{1-[(2R,6S)-6-(hydroxymethyl)-4-tritylmorpholin-2-yl]-2-oxo-1,2-dihydropyrimidin-4-yl}benzamide;SCHEMBL15090413;MFCD22666302;HY-W357201;WS-00027;CS-0468397;F12879;A857339;n-(1-((2r,6s)-6-(hydroxymethyl)-4-tritylmorpholin-2-yl)-2-oxo-1,2-dihydropyrimidine-4-yl)benzamide;N-{1-[(2R,6S)-6-(hydroxymethyl)-4-(triphenylmethyl)morpholin-2-yl]-2-oxopyrimidin-4-yl}benzamide

Chemical Property of N-(1-((2R,6S)-6-(Hydroxymethyl)-4-tritylmorpholin-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide

Chemical Property:

• PKA: 8.65±0.20(Predicted)
• PSA: 96.69000
• Density: 1.24±0.1 g/cm3(Predicted)
• LogP: 4.69030
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 572.24235551
• Heavy Atom Count: 43
• Complexity: 960

Purity/Quality:

99.9% ^*data from raw suppliers

N4-Benzoyl-7'-hydroxy-N-trityl-morpholino cytosine monomer ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(OC(CN1C(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)N5C=CC(=NC5=O)NC(=O)C6=CC=CC=C6)CO
• Isomeric SMILES: C1[C@H](O[C@H](CN1C(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)N5C=CC(=NC5=O)NC(=O)C6=CC=CC=C6)CO

Technology Process of N-(1-((2R,6S)-6-(Hydroxymethyl)-4-tritylmorpholin-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide

There total 7 articles about N-(1-((2R,6S)-6-(Hydroxymethyl)-4-tritylmorpholin-2-yl)-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: 89.0%

N-benzoyl-7-O-(tert-butyldiphenylsilyl)-N-trityl morpholinocytidine (1415645-60-1) → N-{1-[(2R,6)-6-(hydroxymethyl)-4-tritylmorpholin-2-yl]-2-oxo-1,2-dihydropyrimidin-4-yl}benzamide (125515-31-3)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1.5h;

DOI:10.1080/15257770.2012.724491

Reference yield: 80.0%

C16H18N4O4*C7H8O3S (166239-52-7) + trityl chloride (76-83-5) → N-{1-[(2R,6)-6-(hydroxymethyl)-4-tritylmorpholin-2-yl]-2-oxo-1,2-dihydropyrimidin-4-yl}benzamide (125515-31-3)

Guidance literature:

With triethylamine; In acetonitrile; at 0 ℃; for 1h;

DOI:10.1002/bkcs.11958

Reference yield:

7-O-(tert-butyldiphenylsilyl)morpholinocytidine (1415645-50-9) → N-{1-[(2R,6)-6-(hydroxymethyl)-4-tritylmorpholin-2-yl]-2-oxo-1,2-dihydropyrimidin-4-yl}benzamide (125515-31-3)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / N,N-dimethyl-formamide / 1 h / 0 °C / Molecular sieve; Inert atmosphere

2: triethylamine / tetrahydrofuran / 1.5 h / 0 - 20 °C / Molecular sieve; Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C

With tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1080/15257770.2012.724491

upstream raw materials:

7-O-(tert-butyldiphenylsilyl)morpholinocytidine

7-O-(tert-butyldiphenylsilyl)-N-trityl morpholinocytidine

N-benzoyl-7-O-(tert-butyldiphenylsilyl)-N-trityl morpholinocytidine

CYTIDINE

Downstream raw materials:

phosphoramidochloridic acid, N,N-dimethyl-, [6-[4-(benzoylamino)-2-oxo-1(2H)-pyrimidinyl]-4-(triphenylmethyl)-2-morpholinyl]methyl ester

N-benzoyl-7-O-(tert-butyldiphenylsilyl)-N-trityl morpholinocytidine

4-{[(2S,6R)-6-(4-benzamido-2-oxopyrimidin-1-yl)-4-tritylmorpholin-2-yl]methoxy}-4-oxobutanoic acid

(2S,4R)-2-{(S)-2-[(2S,6R)-6-(4-Benzoylamino-2-oxo-2H-pyrimidin-1-yl)-4-trityl-morpholin-2-ylmethoxycarbonyl]-pyrrolidine-1-carbonyl}-4-(4-nitro-phenoxycarbonyloxy)-pyrrolidine-1-carboxylic acid 2-benzenesulfonyl-ethyl ester