3'-deoxy-N⁶,5'-O-bis<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 2'-<(2RS)-2,3-bis(hexadecanoyloxy)-propyl 2-(4-nitrophenyl)ethyl phosphate>

Base Information

• Chemical Name: 3'-deoxy-N⁶,5'-O-bis<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 2'-<(2RS)-2,3-bis(hexadecanoyloxy)-propyl 2-(4-nitrophenyl)ethyl phosphate>
• CAS No.: 177084-44-5
• Molecular Formula: C₇₁H₁₀₁N₈O₂₀P
• Molecular Weight: 1417.6
• Mol file: 177084-44-5.mol

Synonyms:

Chemical Property of 3'-deoxy-N⁶,5'-O-bis<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 2'-<(2RS)-2,3-bis(hexadecanoyloxy)-propyl 2-(4-nitrophenyl)ethyl phosphate>

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3'-deoxy-N⁶,5'-O-bis<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 2'-<(2RS)-2,3-bis(hexadecanoyloxy)-propyl 2-(4-nitrophenyl)ethyl phosphate>

There total 9 articles about 3'-deoxy-N⁶,5'-O-bis<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 2'-<(2RS)-2,3-bis(hexadecanoyloxy)-propyl 2-(4-nitrophenyl)ethyl phosphate> 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:

Hexadecanoic acid 1-hexadecanoyloxymethyl-2-([2-(4-nitro-phenyl)-ethoxy]-{(2R,3R,5S)-2-{6-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-purin-9-yl}-5-[2-(4-nitro-phenyl)-ethoxycarbonyloxymethyl]-tetrahydro-furan-3-yloxy}-phosphanyloxy)-ethyl ester → 3'-deoxy-N6,5'-O-bis<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 2'-<(2RS)-2,3-bis(hexadecanoyloxy)-propyl 2-(4-nitrophenyl)ethyl phosphate> (177084-44-5)

Guidance literature:

With iodine; In pyridine; dichloromethane; water; acetonitrile; Yield given;

DOI:10.1002/hlca.19960790210

Reference yield:

rac-1,2-dipalmitoylglycerol (1042289-75-7) → 3'-deoxy-N6,5'-O-bis<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 2'-<(2RS)-2,3-bis(hexadecanoyloxy)-propyl 2-(4-nitrophenyl)ethyl phosphate> (177084-44-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / EtN(i-Pr)2 / CH₂Cl₂ / 1 h / Ambient temperature

2: 1H-tetrazole / acetonitrile; CH₂Cl₂ / 1.5 h

3: I₂ / pyridine; H₂O; CH₂Cl₂; acetonitrile

With 1H-tetrazole; iodine; N-ethyl-N,N-diisopropylamine; In pyridine; dichloromethane; water; acetonitrile;

DOI:10.1002/hlca.19960790210

Reference yield:

1-methyl-3-[2-(4-nitrophenyl)ethoxycarbonyl]imidazolium chloride (88091-70-7) → 3'-deoxy-N6,5'-O-bis<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 2'-<(2RS)-2,3-bis(hexadecanoyloxy)-propyl 2-(4-nitrophenyl)ethyl phosphate> (177084-44-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / CH₂Cl₂ / 40 h / Ambient temperature

2: 87 percent / K₂CO₃ / methanol / 3 h / Ambient temperature

3: 73 percent / pyridine / -30 deg C, 30 min and 100 min, -10 deg C

4: 1H-tetrazole / acetonitrile; CH₂Cl₂ / 1.5 h

5: I₂ / pyridine; H₂O; CH₂Cl₂; acetonitrile

With pyridine; 1H-tetrazole; iodine; potassium carbonate; In pyridine; methanol; dichloromethane; water; acetonitrile;

DOI:10.1002/hlca.19960790210

upstream raw materials:

rac-1,2-dipalmitoylglycerol

1-methyl-3-[2-(4-nitrophenyl)ethoxycarbonyl]imidazolium chloride

((2S,4R,5R)-4-acetoxy-5-(6-amino-9H-purin-9-yl)tetrahydrofuran-2-yl)methyl acetate

3'-deoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine

Refernces