N6-BENZOYL-5'-(DIMETHOXYTRITYL)-2'-O-METHYLADENOSINE

Base Information

• Chemical Name: N6-BENZOYL-5'-(DIMETHOXYTRITYL)-2'-O-METHYLADENOSINE
• CAS No.: 110764-72-2
• Molecular Formula: C39H37 N5 O7
• Molecular Weight: 687.752
• Mol file: 110764-72-2.mol

Synonyms:N6-BENZOYL-5’-(DIMETHOXYTRITYL)-2’-O-METHYLADENOSINE

Chemical Property of N6-BENZOYL-5'-(DIMETHOXYTRITYL)-2'-O-METHYLADENOSINE

Chemical Property:

• PKA: 7.87±0.43(Predicted)
• PSA: 139.08000
• Density: 1.32±0.1 g/cm3(Predicted)
• LogP: 5.45080
• Storage Temp.: 2-8°C
• Solubility.: Soluble in chloroform at 50mg/ml

Purity/Quality:

98%, ^*data from raw suppliers

N-(9-((2R,3R,4R,5R)-5-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxy-3-methoxytetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N6-BENZOYL-5'-(DIMETHOXYTRITYL)-2'-O-METHYLADENOSINE

There total 8 articles about N6-BENZOYL-5'-(DIMETHOXYTRITYL)-2'-O-METHYLADENOSINE 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: 85.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + N6-benzoyl-O2'-methyladenosine (85079-00-1) → N6-benzoyl-5'-(4,4'-dimethoxytrityl)-O2'-methyladenosine (110764-72-2)

Guidance literature:

With pyridine; triethylamine; at 20 ℃; for 3h;

DOI:10.1080/15257770701533446

Reference yield: 40.0%

4,4'-dimethoxytrityl alcohol (40615-35-8) + N6-benzoyl-O2'-methyladenosine (85079-00-1) → N6-benzoyl-5'-(4,4'-dimethoxytrityl)-O2'-methyladenosine (110764-72-2)

Guidance literature:

With copper(II) nitrate; In dichloromethane; for 6h; regioselective reaction; Reflux;

DOI:10.1080/15257770.2018.1460480

Reference yield: 34.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 6-N-benzoyl-5'-O-(4,4'-dimethoxytrityl)adenosine (129666-75-7,81246-82-4) → N6-benzoyl-5'-(4,4'-dimethoxytrityl)-O2'-methyladenosine (110764-72-2) + N6-benzoyl-5'-O-dimethoxytrityl-3'-O-methyl-3'-deoxyadenosine (127212-38-8)

Guidance literature:

With tin(ll) chloride; In N,N-dimethyl-formamide; at 0 ℃; for 1h;

upstream raw materials:

diazomethane

6-N-benzoyl-5'-O-(4,4'-dimethoxytrityl)adenosine

4,4'-dimethoxytrityl chloride

N⁶-benzoyl-O^2'-methyladenosine

Downstream raw materials:

Thiocarbonic acid O-{(2R,3R,4R,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-methoxy-tetrahydro-furan-3-yl} ester O-(3-tert-butyl-phenyl) ester

N-(9-{(2R,3R,4R,5S)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-formyl-3-methoxy-tetrahydro-furan-2-yl}-9H-purin-6-yl)-benzamide

C₅₂H₆₀N₇O₉P

Refernces

• 1、 -. "TRINUCLEOTIDE MRNA CAP ANALOGS". Paragraph 0119. . Retrieved 2018/04/26.
• 2、 Lewdorowicz, Magdalena,Stepinski, Janusz,Kierzek, Ryszard,Jemielity, Jacek,Zuberek, Joanna,Yoffe, Yael,Shapira, Michal,Stolarski, Ryszard,Darzynkiewicz, Edward. "Synthesis of Leishmania cap-4 intermediates, cap-2 and cap-3". . p. 1339 - 1348. Retrieved 2008/09/18.