3'-O-(2-cyanoethoxy-N,N-diisopropylaminophosphinyl)-5'-O-pixyl-5'(S)-C-[(4-(pyren-1-yl)-1,2,3-triazol-1-yl)methyl]thymidine

Base Information

• Chemical Name: 3'-O-(2-cyanoethoxy-N,N-diisopropylaminophosphinyl)-5'-O-pixyl-5'(S)-C-[(4-(pyren-1-yl)-1,2,3-triazol-1-yl)methyl]thymidine
• CAS No.: 1404457-36-8
• Molecular Formula: C₅₇H₅₄N₇O₇P
• Molecular Weight: 980.072
• Mol file: 1404457-36-8.mol

Synonyms:3'-O-(2-cyanoethoxy-N,N-diisopropylaminophosphinyl)-5'-O-pixyl-5'(S)-C-[(4-(pyren-1-yl)-1,2,3-triazol-1-yl)methyl]thymidine

Chemical Property of 3'-O-(2-cyanoethoxy-N,N-diisopropylaminophosphinyl)-5'-O-pixyl-5'(S)-C-[(4-(pyren-1-yl)-1,2,3-triazol-1-yl)methyl]thymidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3'-O-(2-cyanoethoxy-N,N-diisopropylaminophosphinyl)-5'-O-pixyl-5'(S)-C-[(4-(pyren-1-yl)-1,2,3-triazol-1-yl)methyl]thymidine

There total 4 articles about 3'-O-(2-cyanoethoxy-N,N-diisopropylaminophosphinyl)-5'-O-pixyl-5'(S)-C-[(4-(pyren-1-yl)-1,2,3-triazol-1-yl)methyl]thymidine 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: 69.0%

5'-O-pixyl-5'(S)-C-[(4-(pyren-1-yl)-1,2,3-triazol-1-yl)methyl]thymidine (1404457-34-6) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) → 3'-O-(2-cyanoethoxy-N,N-diisopropylaminophosphinyl)-5'-O-pixyl-5'(S)-C-[(4-(pyren-1-yl)-1,2,3-triazol-1-yl)methyl]thymidine (1404457-36-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jo301571s

Reference yield:

1-ethynylpyrene (34993-56-1) → 3'-O-(2-cyanoethoxy-N,N-diisopropylaminophosphinyl)-5'-O-pixyl-5'(S)-C-[(4-(pyren-1-yl)-1,2,3-triazol-1-yl)methyl]thymidine (1404457-36-8)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine; sodium L-ascorbate; copper(ll) sulfate pentahydrate / tetrahydrofuran; water / 20 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

With pyridine; copper(ll) sulfate pentahydrate; tetrabutyl ammonium fluoride; sodium L-ascorbate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/jo301571s

Reference yield:

3'-O-(tert-butyldimethylsilyl)-5'-O-pixyl-5'(S)-C-[(4-(pyren-1-yl)-1,2,3-triazol-1-yl)methyl]thymidine (1404457-33-5) → 3'-O-(2-cyanoethoxy-N,N-diisopropylaminophosphinyl)-5'-O-pixyl-5'(S)-C-[(4-(pyren-1-yl)-1,2,3-triazol-1-yl)methyl]thymidine (1404457-36-8)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo301571s

upstream raw materials:

1-ethynylpyrene

5'-O-pixyl-5'(S)-C-[(4-(pyren-1-yl)-1,2,3-triazol-1-yl)methyl]thymidine

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

3'-O-(tert-butyldimethylsilyl)-5'-O-pixyl-5'(S)-C-[(4-(pyren-1-yl)-1,2,3-triazol-1-yl)methyl]thymidine