Nα-[3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)uridin-2'-O-ylcarbonyl]-L-leucyl-L-phenylalaninamide

Base Information

• Chemical Name: Nα-[3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)uridin-2'-O-ylcarbonyl]-L-leucyl-L-phenylalaninamide
• CAS No.: 452309-22-7
• Molecular Formula: C₃₇H₅₉N₅O₁₀Si₂
• Molecular Weight: 790.074

Synonyms:Nα-[3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)uridin-2'-O-ylcarbonyl]-L-leucyl-L-phenylalaninamide

Chemical Property of Nα-[3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)uridin-2'-O-ylcarbonyl]-L-leucyl-L-phenylalaninamide

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

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Technology Process of Nα-[3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)uridin-2'-O-ylcarbonyl]-L-leucyl-L-phenylalaninamide

There total 2 articles about Nα-[3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)uridin-2'-O-ylcarbonyl]-L-leucyl-L-phenylalaninamide 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: 38.6%

L-leucyl-L-phenylalaninamide hydrochloride (74214-38-3) + 2'-O-(imidazol-1-ylcarbonyl)-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)uridine (452309-16-9) → Nα-[3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)uridin-2'-O-ylcarbonyl]-L-leucyl-L-phenylalaninamide (452309-22-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 55 ℃; for 72h;

DOI:10.1039/b111434b

Reference yield:

3',5'-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine (69304-38-7) → Nα-[3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)uridin-2'-O-ylcarbonyl]-L-leucyl-L-phenylalaninamide (452309-22-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 98.9 percent / CH₂Cl₂

2: 38.6 percent / DIEA / acetonitrile / 72 h / 55 °C

With N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile;

DOI:10.1039/b111434b

Reference yield:

Nα-[3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)uridin-2'-O-ylcarbonyl]-L-leucyl-L-phenylalaninamide (452309-22-7) → [(S)-1-((S)-1-Carbamoyl-2-phenyl-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid (2R,3R,4R,5R)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yl ester (1053268-44-2)

Guidance literature:

With triethylamine tris(hydrogen fluoride); In tetrahydrofuran; at 20 ℃;

DOI:10.1039/b111434b

upstream raw materials:

L-leucyl-L-phenylalaninamide hydrochloride

2'-O-(imidazol-1-ylcarbonyl)-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)uridine

3',5'-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

Downstream raw materials:

[(S)-1-((S)-1-Carbamoyl-2-phenyl-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid (2R,3R,4R,5R)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yl ester

Nα-[5'-O-(4,4'-dimethoxytrityl)uridin-2'-O-ylcarbonyl]-L-leucyl-L-phenylalaninamide

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