S6-(2,4-DINITROPHENYL)-N2-PHENYLACETYL-2''-DEOXYTHIOGUANOSINE

Base Information

• Chemical Name: S6-(2,4-DINITROPHENYL)-N2-PHENYLACETYL-2''-DEOXYTHIOGUANOSINE
• CAS No.: 141076-16-6
• Molecular Formula: C₂₄H₂₁N₇O₈S
• Molecular Weight: 567.539
• Mol file: 141076-16-6.mol

Synonyms:S6-(2,4-DINITROPHENYL)-N2-PHENYLACETYL-2''-DEOXYTHIOGUANOSINE

Chemical Property of S6-(2,4-DINITROPHENYL)-N2-PHENYLACETYL-2''-DEOXYTHIOGUANOSINE

Chemical Property:

• PSA: 239.33000
• LogP: 3.73520

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of S6-(2,4-DINITROPHENYL)-N2-PHENYLACETYL-2''-DEOXYTHIOGUANOSINE

There total 5 articles about S6-(2,4-DINITROPHENYL)-N2-PHENYLACETYL-2''-DEOXYTHIOGUANOSINE 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:

3',5'-diacetyl-N2-phenylacetyl-2'-deoxyguanosine (99519-11-6) → N2-phenylacetyl-2'-deoxy-6-(2,4-dinitrophenyl)thioguanosine (141076-16-6)

Guidance literature:

Multi-step reaction with 5 steps

1: Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 1 h / Ambient temperature

2: CH₂Cl₂ / 1) ice-bath, 30 min, 2) RT, 30 min.

3: thiolacetic acid / CH₂Cl₂ / 1 h

4: 2M NaOH

5: Et₃N / acetonitrile

With dmap; sodium hydroxide; triethylamine; tiolacetic acid; In dichloromethane; acetonitrile;

DOI:10.1016/S0040-4020(01)88731-7

Reference yield:

3',5'-diacetyl-N2-phenylacetyl-2'-deoxy-6-thioguanosine (141076-15-5) → N2-phenylacetyl-2'-deoxy-6-(2,4-dinitrophenyl)thioguanosine (141076-16-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 2M NaOH

2: Et₃N / acetonitrile

With sodium hydroxide; triethylamine; In acetonitrile;

DOI:10.1016/S0040-4020(01)88731-7

Reference yield:

3',5'-diacetyl-N2-phenylacetyl-6-mesitylenesulphonyl-2'-deoxyguanosine (302584-91-4) → N2-phenylacetyl-2'-deoxy-6-(2,4-dinitrophenyl)thioguanosine (141076-16-6)

Guidance literature:

Multi-step reaction with 4 steps

1: CH₂Cl₂ / 1) ice-bath, 30 min, 2) RT, 30 min.

2: thiolacetic acid / CH₂Cl₂ / 1 h

3: 2M NaOH

4: Et₃N / acetonitrile

With sodium hydroxide; triethylamine; tiolacetic acid; In dichloromethane; acetonitrile;

DOI:10.1016/S0040-4020(01)88731-7

upstream raw materials:

2,4-Dinitrofluorobenzene

N²-phenylacetyl-2'-deoxy-6-thioguanosine

3',5'-diacetyl-N²-phenylacetyl-2'-deoxyguanosine

3',5'-diacetyl-N²-phenylacetyl-2'-deoxy-6-thioguanosine

Downstream raw materials:

5'-O-(4,4-dimethoxytriphenylmethyl)-N²-phenylacetyl-2'-deoxy-6-(2,4-dinitrophenyl)thioguanosine-3'-O-(2-cyanoethyl-N,N-diisopropylamino)-phosphoramidite

N-[9-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-6-(2,4-dinitro-phenylsulfanyl)-9H-purin-2-yl]-2-phenyl-acetamide

Refernces