N-ACETYL-5'-DMT GUANOSINE

Base Information

• Chemical Name: N-ACETYL-5'-DMT GUANOSINE
• CAS No.: 231957-27-0
• Molecular Formula: C33H33 N5 O8
• Molecular Weight: 627.654
• Mol file: 231957-27-0.mol

Synonyms:N-ACETYL-5’-DMT GUANOSINE

Chemical Property of N-ACETYL-5'-DMT GUANOSINE

Chemical Property:

• PSA: 170.05000
• LogP: 2.79610

Purity/Quality:

97% ^*data from raw suppliers

N-ACETYL-5'-DMT GUANOSINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-ACETYL-5'-DMT GUANOSINE

There total 5 articles about N-ACETYL-5'-DMT GUANOSINE 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: 81.0%

N2-acetylguanosine (129681-72-7,21967-06-6) + 4,4'-dimethoxytrityl chloride (40615-36-9) → N2-acetyl-5'-O-(4,4'-dimethoxytrityl)guanosine (231957-27-0)

Guidance literature:

With pyridine; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1002/1522-2675(20011219)84:12<3773::AID-HLCA3773>3.0.CO;2-E

Reference yield:

Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(2-acetylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester (30747-23-0) → N2-acetyl-5'-O-(4,4'-dimethoxytrityl)guanosine (231957-27-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 50.5 g / NaOH; H₂O / tetrahydrofuran; methanol / 0.33 h / 20 °C

2: 81 percent / pyridine / dimethylformamide / 1 h / 20 °C

With pyridine; sodium hydroxide; water; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1002/1522-2675(20011219)84:12<3773::AID-HLCA3773>3.0.CO;2-E

Reference yield:

G (118-00-3) → N2-acetyl-5'-O-(4,4'-dimethoxytrityl)guanosine (231957-27-0)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / dimethylformamide / 3 h / Heating

2: 50.5 g / NaOH; H₂O / tetrahydrofuran; methanol / 0.33 h / 20 °C

3: 81 percent / pyridine / dimethylformamide / 1 h / 20 °C

With pyridine; sodium hydroxide; water; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1002/1522-2675(20011219)84:12<3773::AID-HLCA3773>3.0.CO;2-E

upstream raw materials:

N²-acetylguanosine

4,4'-dimethoxytrityl chloride

Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(2-acetylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester

G

Downstream raw materials:

2-Amino-9-[(2R,3R,4R,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-(2-nitro-benzyloxymethoxy)-tetrahydro-furan-2-yl]-1,9-dihydro-purin-6-one

N²-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-((triisopropylsilyloxy)methyl)guanosine 3'-(2-cyanoethyl-N,N-diisopropylphosphoramidite)

N-(9-{(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-[(R)-1-(2-nitro-phenyl)-ethoxymethoxy]-tetrahydro-furan-2-yl}-6-oxo-6,9-dihydro-1H-purin-2-yl)-acetamide