(S)-1-(3-(4,4′-dimethoxytrityloxy)-2-hydroxypropyl)-N4-benzoylcytosine

Base Information

• Chemical Name: (S)-1-(3-(4,4′-dimethoxytrityloxy)-2-hydroxypropyl)-N4-benzoylcytosine
• CAS No.: 127757-40-8
• Molecular Formula: C₃₅H₃₃N₃O₆
• Molecular Weight: 591.664
• Mol file: 127757-40-8.mol

Synonyms:(S)-1-(3-(4,4′-dimethoxytrityloxy)-2-hydroxypropyl)-N4-benzoylcytosine

Chemical Property of (S)-1-(3-(4,4′-dimethoxytrityloxy)-2-hydroxypropyl)-N4-benzoylcytosine

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-(3-(4,4′-dimethoxytrityloxy)-2-hydroxypropyl)-N4-benzoylcytosine

There total 8 articles about (S)-1-(3-(4,4′-dimethoxytrityloxy)-2-hydroxypropyl)-N4-benzoylcytosine 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: 59.0%

4-N-benzoylcytosine (26661-13-2) + (S)-glycidyl 4,4’-dimethoxytrityl ether (834906-31-9) → (S)-1-(3-(4,4′-dimethoxytrityloxy)-2-hydroxypropyl)-N4-benzoylcytosine (127757-40-8)

Guidance literature:

4-N-benzoylcytosine; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

(S)-glycidyl 4,4’-dimethoxytrityl ether; In N,N-dimethyl-formamide; at 110 ℃; for 20h;

DOI:10.1055/s-2006-926313

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → (S)-1-(3-(4,4′-dimethoxytrityloxy)-2-hydroxypropyl)-N4-benzoylcytosine (127757-40-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 100 percent / Et₃N / CH₂Cl₂ / 12 h

2.1: NaH / dimethylformamide / 1 h / 20 °C

2.2: 59 percent / dimethylformamide / 20 h / 110 °C

With sodium hydride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1055/s-2006-926313

Reference yield:

1-(S)-(2,3-dihydroxypropyl)cytosine (55559-70-1) → (S)-1-(3-(4,4′-dimethoxytrityloxy)-2-hydroxypropyl)-N4-benzoylcytosine (127757-40-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) trimethylsilyl chloride

2: pyridine

With chloro-trimethyl-silane; In pyridine;

DOI:10.1016/0040-4039(96)00745-9

upstream raw materials:

4,4'-dimethoxytrityl chloride

(S)-N-(1-(2,3-dihydroxypropyl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide

4-N-benzoylcytosine

(S)-glycidyl 4,4’-dimethoxytrityl ether

Downstream raw materials:

Benzoic acid (S)-1-(4-benzoylamino-2-oxo-2H-pyrimidin-1-ylmethyl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-ethyl ester

acetic acid 1-(4-benzoylamino-2-oxo-2H-pyrimidin-1-ylmethyl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-ethyl ester

acetic acid 2-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-1-hydroxymethyl-ethyl ester

disodium salt of 1-(S)-(3-hydroxy-2-phosphonylmethoxypropyl)cytosine