5'-O-(N-<4-<(butoxycarbonyl-2-phenylethyl)amino>-4-oxobutanoyl>aminopropanoyl)-N³-(p-methoxybenzyl)-2',3'-O-isopropylideneuridine

Base Information

• Chemical Name: 5'-O-(N-<4-<(butoxycarbonyl-2-phenylethyl)amino>-4-oxobutanoyl>aminopropanoyl)-N³-(p-methoxybenzyl)-2',3'-O-isopropylideneuridine
• CAS No.: 1054668-72-2
• Molecular Formula: C₄₀H₅₀N₄O₁₂
• Molecular Weight: 778.857

Synonyms:5'-O-(N-<4-<(butoxycarbonyl-2-phenylethyl)amino>-4-oxobutanoyl>aminopropanoyl)-N³-(p-methoxybenzyl)-2',3'-O-isopropylideneuridine

Chemical Property of 5'-O-(N-<4-<(butoxycarbonyl-2-phenylethyl)amino>-4-oxobutanoyl>aminopropanoyl)-N³-(p-methoxybenzyl)-2',3'-O-isopropylideneuridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-(N-<4-<(butoxycarbonyl-2-phenylethyl)amino>-4-oxobutanoyl>aminopropanoyl)-N³-(p-methoxybenzyl)-2',3'-O-isopropylideneuridine

There total 6 articles about 5'-O-(N-<4-<(butoxycarbonyl-2-phenylethyl)amino>-4-oxobutanoyl>aminopropanoyl)-N³-(p-methoxybenzyl)-2',3'-O-isopropylideneuridine 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:

2',3'-O-isopropylideneuridine (362-43-6) → 5'-O-(N-<4-<(butoxycarbonyl-2-phenylethyl)amino>-4-oxobutanoyl>aminopropanoyl)-N3-(p-methoxybenzyl)-2',3'-O-isopropylideneuridine (1054668-72-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / DBU / acetonitrile / 24 h / Heating

2: 1.) DCC, DMAP / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) CH₂Cl₂, r.t., 18 h

With dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; In acetonitrile;

DOI:10.1039/a901287g

Reference yield:

L-phenylalanine tert-butyl ester hydrochloride (15100-75-1,75898-47-4) → 5'-O-(N-<4-<(butoxycarbonyl-2-phenylethyl)amino>-4-oxobutanoyl>aminopropanoyl)-N3-(p-methoxybenzyl)-2',3'-O-isopropylideneuridine (1054668-72-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / N-methylmorpholine / tetrahydrofuran; dimethylformamide / 18 h / Ambient temperature

2: NEt₃ / tetrahydrofuran / 0.5 h / -20 °C

3: tetrahydrofuran; H₂O / 18 h / Ambient temperature

4: 1.) DCC, DMAP / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) CH₂Cl₂, r.t., 18 h

With 4-methyl-morpholine; dmap; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1039/a901287g

Reference yield:

p-methoxybenzyl chloride (824-94-2) → 5'-O-(N-<4-<(butoxycarbonyl-2-phenylethyl)amino>-4-oxobutanoyl>aminopropanoyl)-N3-(p-methoxybenzyl)-2',3'-O-isopropylideneuridine (1054668-72-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / DBU / acetonitrile / 24 h / Heating

2: 1.) DCC, DMAP / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) CH₂Cl₂, r.t., 18 h

With dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; In acetonitrile;

DOI:10.1039/a901287g

upstream raw materials:

1-(2,3-O-Isopropylidene-β-D-ribofuranosyl)-3-(4-methoxybenzyl)uracil

2',3'-O-isopropylideneuridine

L-phenylalanine tert-butyl ester hydrochloride

p-methoxybenzyl chloride

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