2',3'-O-isopropylidene-5-<amino>methyl>uridine

Base Information

• Chemical Name: 2',3'-O-isopropylidene-5-<amino>methyl>uridine
• CAS No.: 110419-07-3
• Molecular Formula: C₂₄H₃₁N₃O₈
• Molecular Weight: 489.525

Synonyms:2',3'-O-isopropylidene-5-<amino>methyl>uridine

Chemical Property of 2',3'-O-isopropylidene-5-<amino>methyl>uridine

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Technology Process of 2',3'-O-isopropylidene-5-<amino>methyl>uridine

There total 2 articles about 2',3'-O-isopropylidene-5-<amino>methyl>uridine 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) → 2',3'-O-isopropylidene-5-<amino>methyl>uridine (110419-07-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / ethanol; H₂O / 8 h / 80 °C

2: 1.) methyl iodide, 2.) (i-Pr)2NEt / 1.) DMF, RT, 20 min, 2.) 60 deg C, 4 h

With N-ethyl-N,N-diisopropylamine; methyl iodide; In ethanol; water;

DOI:10.1021/jo00231a052

Reference yield:

ethyl 2-(benzylamino)acetate (6436-90-4) + 1-((3aR,4R,6R,6aR)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-5-piperidin-1-ylmethyl-1H-pyrimidine-2,4-dione (110419-05-1) → 2',3'-O-isopropylidene-5-<amino>methyl>uridine (110419-07-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; methyl iodide; Yield given. Multistep reaction; 1.) DMF, RT, 20 min, 2.) 60 deg C, 4 h;

DOI:10.1021/jo00231a052

Reference yield: 52.0%

2',3'-O-isopropylidene-5-<amino>methyl>uridine (110419-07-3) → {Benzyl-[1-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-ylmethyl]-amino}-acetic acid ethyl ester (110419-08-4)

Guidance literature:

With acetic acid; at 90 ℃; for 3h;

DOI:10.1021/jo00231a052

upstream raw materials:

ethyl 2-(benzylamino)acetate

1-((3aR,4R,6R,6aR)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-5-piperidin-1-ylmethyl-1H-pyrimidine-2,4-dione

2',3'-O-isopropylideneuridine

Downstream raw materials:

{Benzyl-[1-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-ylmethyl]-amino}-acetic acid ethyl ester

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