1-<5'-(L-phenylalanylmethylamino)-5'-β-D-allo-furanosyluronic acid amide>uracil

Base Information

• Chemical Name: 1-<5'-(L-phenylalanylmethylamino)-5'-β-D-allo-furanosyluronic acid amide>uracil
• CAS No.: 100682-94-8
• Molecular Formula: C₂₀H₂₅N₅O₇
• Molecular Weight: 447.448

Synonyms:1-<5'-(L-phenylalanylmethylamino)-5'-β-D-allo-furanosyluronic acid amide>uracil

Chemical Property of 1-<5'-(L-phenylalanylmethylamino)-5'-β-D-allo-furanosyluronic acid amide>uracil

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

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Technology Process of 1-<5'-(L-phenylalanylmethylamino)-5'-β-D-allo-furanosyluronic acid amide>uracil

There total 6 articles about 1-<5'-(L-phenylalanylmethylamino)-5'-β-D-allo-furanosyluronic acid amide>uracil 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: 37.0%

[(S)-1-({(S)-Carbamoyl-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-methyl}-methyl-carbamoyl)-2-phenyl-ethyl]-carbamic acid benzyl ester (100683-00-9) → 1-<5'-(L-phenylalanylmethylamino)-5'-β-D-allo-furanosyluronic acid amide>uracil (100682-94-8)

Guidance literature:

With formic acid; palladium; In methanol; for 0.5h;

DOI:10.1021/jo00362a027

Reference yield:

N-Cbz-L-Phe (1161-13-3) → 1-<5'-(L-phenylalanylmethylamino)-5'-β-D-allo-furanosyluronic acid amide>uracil (100682-94-8)

Guidance literature:

Multi-step reaction with 4 steps

1: methanol / 18 h / 25 °C

2: acetic acid / H₂O / 5 h

3: 18 percent / 50 percent HOAc / 2 h / Heating

4: 37 percent / formic acid / Pd black / methanol / 0.5 h

With formic acid; acetic acid; palladium; In methanol; water;

DOI:10.1021/jo00362a027

Reference yield:

2',3'-O-cyclohexylideneuridine-5'-methylimine (100682-84-6) → 1-<5'-(L-phenylalanylmethylamino)-5'-β-D-allo-furanosyluronic acid amide>uracil (100682-94-8)

Guidance literature:

Multi-step reaction with 4 steps

1: methanol / 18 h / 25 °C

2: acetic acid / H₂O / 5 h

3: 18 percent / 50 percent HOAc / 2 h / Heating

4: 37 percent / formic acid / Pd black / methanol / 0.5 h

With formic acid; acetic acid; palladium; In methanol; water;

DOI:10.1021/jo00362a027

upstream raw materials:

[(S)-1-({(S)-Carbamoyl-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-methyl}-methyl-carbamoyl)-2-phenyl-ethyl]-carbamic acid benzyl ester

N-Cbz-L-Phe

2',3'-O-cyclohexylideneuridine-5'-methylimine

1-<5'-(L-carbobenzyloxyphenylalanylmethylamino)-5'-deoxy-2',3'-O-cyclohexylidene-α-L-talo-furanosyluronic acid amide>uracil

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