2',3'-Didehydro-2',3'-dideoxyguanosine

Base Information

• Chemical Name: 2',3'-Didehydro-2',3'-dideoxyguanosine
• CAS No.: 53766-80-6
• Molecular Formula: C10H11N5O3
• Molecular Weight: 249.229
• Hs Code.: 2934999090
• Mol file: 53766-80-6.mol

Synonyms:2',3'-anhydro-2',3'-dideoxyguanosine;d4G;2',3'-Dideoxydidehydroguanosine;ddeGuo;2',3'-dideoxy-2',3'-didehydroguanosine;2',3'-Didehydro-2',3'-dideoxyguanosine;

Chemical Property of 2',3'-Didehydro-2',3'-dideoxyguanosine

Chemical Property:

• Vapor Pressure: 7.94E-18mmHg at 25°C
• Boiling Point: 650.8°Cat760mmHg
• PKA: 9?+-.0.20(Predicted)
• Flash Point: 347.4°C
• PSA: 120.04000
• Density: 1.9g/cm³
• LogP: -0.50990

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2',3'-Didehydro-2',3'-dideoxyguanosine

There total 12 articles about 2',3'-Didehydro-2',3'-dideoxyguanosine 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-isobutyryl-2',3'-didehydro-2',3'-dideoxyguanosine (119794-40-0) → 2',3'-didehydro-2',3'-dideoxyguanosine (53766-80-6)

Guidance literature:

With ammonia; In methanol; at 50 - 55 ℃; for 12h; in a pressure vessel;

DOI:10.1021/jo00270a036

Reference yield:

2'-Deoxyguanosine (961-07-9) → 2',3'-didehydro-2',3'-dideoxyguanosine (53766-80-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / Et₃N / dimethylformamide

2: Ph₃P, diethylazadicarboxylate / CH₂Cl₂ / 5 h / Ambient temperature

3: pyridine / Ambient temperature

4: 61 percent / 80percent AcOH / 6 h / Ambient temperature

5: 1.) t-BuOK, 2.) MeONa / 1.) DMSO, RT, 1 h, 2.) DMF

With potassium tert-butylate; sodium methylate; acetic acid; triethylamine; triphenylphosphine; diethylazodicarboxylate; In pyridine; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00118a033

Reference yield:

N2,5'-O-bis(monomethoxytrityl)-2'-deoxyguanosine (84870-95-1) → 2',3'-didehydro-2',3'-dideoxyguanosine (53766-80-6)

Guidance literature:

Multi-step reaction with 4 steps

1: Ph₃P, diethylazadicarboxylate / CH₂Cl₂ / 5 h / Ambient temperature

2: pyridine / Ambient temperature

3: 61 percent / 80percent AcOH / 6 h / Ambient temperature

4: 1.) t-BuOK, 2.) MeONa / 1.) DMSO, RT, 1 h, 2.) DMF

With potassium tert-butylate; sodium methylate; acetic acid; triphenylphosphine; diethylazodicarboxylate; In pyridine; dichloromethane;

DOI:10.1021/jm00118a033

upstream raw materials:

N²-isobutyryl-2',3'-didehydro-2',3'-dideoxyguanosine

6-O-<(p-nitrophenyl)ethyl>-3'-O-mesyl-2'-deoxyguanosine

2'-Deoxyguanosine

N²,5'-O-bis(monomethoxytrityl)-2'-deoxyguanosine

Downstream raw materials:

2-amino-1,9-dihydro-6H-purin-6-one