5'-O-DMTr-N2-isobutyrylguanosine

Base Information

• Chemical Name: 5'-O-DMTr-N2-isobutyrylguanosine
• CAS No.: 81246-83-5
• Molecular Formula: C35H37N5O8
• Molecular Weight: 655.707
• Mol file: 81246-83-5.mol

Synonyms:9-(5-O-dimethoxytrityl-β-D-ribofuranosyl)-2-N-isobutyrylguanine;N-isobutyroyl-5’-O-(4-dimethoxytrityl)guanosine;N2-isobutyryl-5'-O-(4,4'-dimethoxytrityl)guanosine;N2-isobutyryl-5'-O-(4,4'-dimethoxytrityl) guanosine;5'-dimethoxytrityl N-isobutyrylguanosine;

Chemical Property of 5'-O-DMTr-N2-isobutyrylguanosine

Chemical Property:

• Melting Point: >153°C (dec.)
• PSA: 170.05000
• LogP: 3.43220
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99%, ^*data from raw suppliers

5''-O-[Bis(4-methoxyphenyl)phenylmethyl]-N-(2-methyl-1-oxopropyl)-guanosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5''-O-[Bis(4-methoxyphenyl)phenylmethyl]-N-(2-methyl-1-oxopropyl)-guanosine is used to prepare ppGpp analogs as inhibitors of RelA from Gram-negative/-positive bacteria. It is also used to synthesize guanosine 5''-conjugates as initiator molecules for transcription priming.

Technology Process of 5'-O-DMTr-N2-isobutyrylguanosine

There total 5 articles about 5'-O-DMTr-N2-isobutyrylguanosine 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: 80.0%

N2-isobutyryl-2'-deoxyguanosine (64350-24-9) + 4,4'-dimethoxytrityl chloride (40615-36-9) → 9-(5-O-dimethoxytrityl-β-D-ribofuranosyl)-2-N-isobutyrylguanine (81246-83-5)

Guidance literature:

With pyridine; dmap; at 20 ℃;

DOI:10.1080/15257770500447004

Reference yield:

G (118-00-3) → 9-(5-O-dimethoxytrityl-β-D-ribofuranosyl)-2-N-isobutyrylguanine (81246-83-5)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 1.25 h / 20 °C

2: 75 percent / pyridine / 20 °C

3: 80 percent / pyridine; 4-dimethylaminopyridine / 20 °C

With pyridine; dmap;

DOI:10.1080/15257770500447004

Reference yield:

2',3',5'-O-Trisguanosine (53274-35-4) → 9-(5-O-dimethoxytrityl-β-D-ribofuranosyl)-2-N-isobutyrylguanine (81246-83-5)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / 8 h / Cooling with ice

2: water / pyridine / 0.5 h / Cooling with ice

3: ammonium hydroxide / pyridine / 5 h

4: triethylamine; pyridine / 1.5 h / -3 °C

With pyridine; ammonium hydroxide; water; triethylamine; In pyridine;

upstream raw materials:

N²-isobutyryl-2'-deoxyguanosine

4,4'-dimethoxytrityl chloride

G

2',3',5'-O-Trisguanosine

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