Hexadecanoic acid 2-{[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-[2-(4-nitro-phenyl)-ethoxy]-phosphoryloxy}-1-hexadecanoyloxymethyl-ethyl ester

Base Information

• Chemical Name: Hexadecanoic acid 2-{[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-[2-(4-nitro-phenyl)-ethoxy]-phosphoryloxy}-1-hexadecanoyloxymethyl-ethyl ester
• CAS No.: 177084-36-5
• Molecular Formula: C₅₃H₈₇N₆O₁₃P
• Molecular Weight: 1047.28
• Mol file: 177084-36-5.mol

Synonyms:

Chemical Property of Hexadecanoic acid 2-{[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-[2-(4-nitro-phenyl)-ethoxy]-phosphoryloxy}-1-hexadecanoyloxymethyl-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Hexadecanoic acid 2-{[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-[2-(4-nitro-phenyl)-ethoxy]-phosphoryloxy}-1-hexadecanoyloxymethyl-ethyl ester

There total 7 articles about Hexadecanoic acid 2-{[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-[2-(4-nitro-phenyl)-ethoxy]-phosphoryloxy}-1-hexadecanoyloxymethyl-ethyl ester 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:

rac-1,2-dipalmitoylglycerol (1042289-75-7) → Hexadecanoic acid 2-{[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-[2-(4-nitro-phenyl)-ethoxy]-phosphoryloxy}-1-hexadecanoyloxymethyl-ethyl ester (177084-36-5)

Guidance literature:

Multi-step reaction with 3 steps

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

2: 1H-tetrazole / acetonitrile / 1 h / Ambient temperature

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:

3'-azido-2',3'-deoxythymidine (30516-87-1,399024-19-2) → Hexadecanoic acid 2-{[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-[2-(4-nitro-phenyl)-ethoxy]-phosphoryloxy}-1-hexadecanoyloxymethyl-ethyl ester (177084-36-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-tetrazole / acetonitrile / 1 h / Ambient temperature

2: I₂ / pyridine; H₂O; CH₂Cl₂; acetonitrile

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

DOI:10.1002/hlca.19960790210

Reference yield:

2-(4-nitrophenyl)ethyl diisopropylphosphoramidochloridite (153120-90-2) → Hexadecanoic acid 2-{[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-[2-(4-nitro-phenyl)-ethoxy]-phosphoryloxy}-1-hexadecanoyloxymethyl-ethyl ester (177084-36-5)

Guidance literature:

Multi-step reaction with 3 steps

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

2: 1H-tetrazole / acetonitrile / 1 h / Ambient temperature

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

upstream raw materials:

rac-1,2-dipalmitoylglycerol

3'-azido-2',3'-deoxythymidine

2-(4-nitrophenyl)ethyl diisopropylphosphoramidochloridite

methanesulfonic acid (2R,3S,5R)-2-[bis(4-methoxyphenyl)phenylmethoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)tetrahydrofuran-3-yl ester