ethyl 4-(5'-O-benzoyl-2',3'-isopropylidene-β-D-ribofuranos-1'-yl)-2-hydroxy-4-oxobutenoate

Base Information

• Chemical Name: ethyl 4-(5'-O-benzoyl-2',3'-isopropylidene-β-D-ribofuranos-1'-yl)-2-hydroxy-4-oxobutenoate
• CAS No.: 165878-02-4
• Molecular Formula: C₂₁H₂₆O₉
• Molecular Weight: 422.432

Synonyms:ethyl 4-(5'-O-benzoyl-2',3'-isopropylidene-β-D-ribofuranos-1'-yl)-2-hydroxy-4-oxobutenoate

Chemical Property of ethyl 4-(5'-O-benzoyl-2',3'-isopropylidene-β-D-ribofuranos-1'-yl)-2-hydroxy-4-oxobutenoate

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Technology Process of ethyl 4-(5'-O-benzoyl-2',3'-isopropylidene-β-D-ribofuranos-1'-yl)-2-hydroxy-4-oxobutenoate

There total 2 articles about ethyl 4-(5'-O-benzoyl-2',3'-isopropylidene-β-D-ribofuranos-1'-yl)-2-hydroxy-4-oxobutenoate 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: 86.0%

3-(5'-O-benzoyl-2',3'-isopropylidene-β-D-ribofuranos-1'-yl)-5-ethoxycarbonyl-4,5-dihydroisoxazole (165878-01-3) → ethyl 4-(5'-O-benzoyl-2',3'-isopropylidene-β-D-ribofuranos-1'-yl)-2-hydroxy-4-oxobutenoate (165878-02-4)

Guidance literature:

With molybdenum hexacarbonyl; In water; acetonitrile; Heating;

DOI:10.1055/s-1994-25663

Reference yield:

2,5-anhydro-6-O-benzoyl-1-deoxy-3,4-O-isopropylidene-1-nitro-D-allitol (65982-25-4) → ethyl 4-(5'-O-benzoyl-2',3'-isopropylidene-β-D-ribofuranos-1'-yl)-2-hydroxy-4-oxobutenoate (165878-02-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / phenyl isocyanate, Et₃N / benzene / Ambient temperature

2: 86 percent / molybdenum hexacarbonyl / acetonitrile; H₂O / Heating

With molybdenum hexacarbonyl; phenyl isocyanate; triethylamine; In water; acetonitrile; benzene;

DOI:10.1055/s-1994-25663

Reference yield: 98.0%

ethyl 4-(5'-O-benzoyl-2',3'-isopropylidene-β-D-ribofuranos-1'-yl)-2-hydroxy-4-oxobutenoate (165878-02-4) → 6-(5'-O-benzoyl-β-D-ribofuranos-1'-yl)pyridazin-3(2H)-one (160427-29-2)

Guidance literature:

With hydrazine hydrate; In ethanol; for 3h; Heating;

DOI:10.1055/s-1994-25663

upstream raw materials:

3-(5'-O-benzoyl-2',3'-isopropylidene-β-D-ribofuranos-1'-yl)-5-ethoxycarbonyl-4,5-dihydroisoxazole

2,5-anhydro-6-O-benzoyl-1-deoxy-3,4-O-isopropylidene-1-nitro-D-allitol

Downstream raw materials:

6-(5'-O-benzoyl-β-D-ribofuranos-1'-yl)pyridazin-3(2H)-one

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