3-(1,2-O-isopropylidene-3-O-methyl-α-D-xylo-tetro-1,4-furanos-4-yl)-1-p-nitrophenylpyrazole-5-carboxylate

Base Information

• Chemical Name: 3-(1,2-O-isopropylidene-3-O-methyl-α-D-xylo-tetro-1,4-furanos-4-yl)-1-p-nitrophenylpyrazole-5-carboxylate
• CAS No.: 149096-03-7
• Molecular Formula: C₁₉H₂₁N₃O₈
• Molecular Weight: 419.391

Synonyms:3-(1,2-O-isopropylidene-3-O-methyl-α-D-xylo-tetro-1,4-furanos-4-yl)-1-p-nitrophenylpyrazole-5-carboxylate

Chemical Property of 3-(1,2-O-isopropylidene-3-O-methyl-α-D-xylo-tetro-1,4-furanos-4-yl)-1-p-nitrophenylpyrazole-5-carboxylate

Chemical Property:

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Technology Process of 3-(1,2-O-isopropylidene-3-O-methyl-α-D-xylo-tetro-1,4-furanos-4-yl)-1-p-nitrophenylpyrazole-5-carboxylate

There total 4 articles about 3-(1,2-O-isopropylidene-3-O-methyl-α-D-xylo-tetro-1,4-furanos-4-yl)-1-p-nitrophenylpyrazole-5-carboxylate 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: 35.4%

1,2-O-isopropylidene-3-O-methyl-α-D-xylopentadialdo-1,4-furanose-5-(p-nitrophenylhydrazone) (32795-33-8) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → N'-acetyl-1,2-O-isopropylidene-3-O-methyl-N'-p-nitrophenyl-α-D-xylofuranuronohydrazide (149096-09-3) + 3-(1,2-O-isopropylidene-3-O-methyl-α-D-xylo-tetro-1,4-furanos-4-yl)-1-p-nitrophenylpyrazole-5-carboxylate (149096-03-7)

Guidance literature:

With lead(IV) acetate; In dichloromethane; for 72h; Ambient temperature;

Reference yield: 28.0%

N-[1-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-meth-(E)-ylidene]-N'-(4-nitro-phenyl)-hydrazine (29514-32-7) + lead(IV) tetraacetate (546-67-8) → 3-(1,2-O-isopropylidene-3-O-methyl-α-D-xylo-tetro-1,4-furanos-4-yl)-1-p-nitrophenylpyrazole-5-carboxylate (149096-03-7) + methyl 3-(1,2-O-isopropylidene-3-O-methyl-α-D-xylo-tetro-1,4-furanos-4-yl)-1-p-nitrophenylpyrazoline-5-carboxylate + N'-acetyl-2-O-benzyl-N'-p-nitrophenyl-α-D-xylofuranuronohydrazide

Guidance literature:

With acrylic acid methyl ester; In tetrahydrofuran; benzene; at 0 ℃; for 24h;

Reference yield:

methyl 3-(1,2-O-isopropylidene-3-O-methyl-α-D-xylo-tetro-1,4-furanos-4-yl)-1-p-nitrophenylpyrazoline-5-carboxylate → 3-(1,2-O-isopropylidene-3-O-methyl-α-D-xylo-tetro-1,4-furanos-4-yl)-1-p-nitrophenylpyrazole-5-carboxylate (149096-03-7)

Guidance literature:

With lead(IV) acetate; In dichloromethane; at 0 ℃; for 24h; Yield given;

upstream raw materials:

N-[1-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-meth-(E)-ylidene]-N'-(4-nitro-phenyl)-hydrazine

lead(IV) tetraacetate

1,2-O-isopropylidene-3-O-methyl-α-D-xylopentadialdo-1,4-furanose-5-(p-nitrophenylhydrazone)

acrylic acid methyl ester

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