2-chlorophenyl 5'-(3'-azido-3'-deoxythymidinyl)-1-hexadecyl-2-methoxy-sn-glyceryl phosphate

Base Information

• Chemical Name: 2-chlorophenyl 5'-(3'-azido-3'-deoxythymidinyl)-1-hexadecyl-2-methoxy-sn-glyceryl phosphate
• CAS No.: 342883-90-3
• Molecular Formula: C₃₆H₅₇ClN₅O₉P
• Molecular Weight: 770.303
• Mol file: 342883-90-3.mol

Synonyms:2-chlorophenyl 5'-(3'-azido-3'-deoxythymidinyl)-1-hexadecyl-2-methoxy-sn-glyceryl phosphate

Chemical Property of 2-chlorophenyl 5'-(3'-azido-3'-deoxythymidinyl)-1-hexadecyl-2-methoxy-sn-glyceryl phosphate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-chlorophenyl 5'-(3'-azido-3'-deoxythymidinyl)-1-hexadecyl-2-methoxy-sn-glyceryl phosphate

There total 4 articles about 2-chlorophenyl 5'-(3'-azido-3'-deoxythymidinyl)-1-hexadecyl-2-methoxy-sn-glyceryl 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: 71.8%

3'-azido-2',3'-deoxythymidine (30516-87-1,399024-19-2) + Phosphoric acid 2-chloro-phenyl ester (R)-3-hexadecyloxy-2-methoxy-propyl ester (342883-88-9) → 2-chlorophenyl 5'-(3'-azido-3'-deoxythymidinyl)-1-hexadecyl-2-methoxy-sn-glyceryl phosphate (342883-90-3)

Guidance literature:

With pyridine; 1-(mesitylene-2-sulfonyl)-3-nitro-1H-1,2,4-triazole; at 20 ℃; for 12h;

DOI:10.1021/jm001121c

Reference yield:

1-O-hexadecyl-2-O-methyl-sn-glycerol (96960-92-8,111188-59-1) → 2-chlorophenyl 5'-(3'-azido-3'-deoxythymidinyl)-1-hexadecyl-2-methoxy-sn-glyceryl phosphate (342883-90-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1,2,4-triazole; Et₃N / acetonitrile / 0.5 h / 20 °C

1.2: pyridine / acetonitrile / 0.75 h

2.1: 71.8 percent / pyridine; 1-(mesitylenesulfonyl)-3-nitro-1,2,4-triazole / 12 h / 20 °C

With pyridine; 1,2,4-Triazole; 1-(mesitylene-2-sulfonyl)-3-nitro-1H-1,2,4-triazole; triethylamine; In acetonitrile;

DOI:10.1021/jm001121c

Reference yield:

1-hexadecyl-2-methyl-3-(triphenylmethyl)-sn-glycerol (111247-99-5,162870-36-2) → 2-chlorophenyl 5'-(3'-azido-3'-deoxythymidinyl)-1-hexadecyl-2-methoxy-sn-glyceryl phosphate (342883-90-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: HCOOH / diethyl ether / 3 h / 20 °C

2.1: 1,2,4-triazole; Et₃N / acetonitrile / 0.5 h / 20 °C

2.2: pyridine / acetonitrile / 0.75 h

3.1: 71.8 percent / pyridine; 1-(mesitylenesulfonyl)-3-nitro-1,2,4-triazole / 12 h / 20 °C

With pyridine; 1,2,4-Triazole; formic acid; 1-(mesitylene-2-sulfonyl)-3-nitro-1H-1,2,4-triazole; triethylamine; In diethyl ether; acetonitrile;

DOI:10.1021/jm001121c

upstream raw materials:

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

Phosphoric acid 2-chloro-phenyl ester (R)-3-hexadecyloxy-2-methoxy-propyl ester

1-O-hexadecyl-2-O-methyl-sn-glycerol

1-hexadecyl-2-methyl-3-(triphenylmethyl)-sn-glycerol