methyl 3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-1H-pyrazole-5-carboxylate

Base Information

Chemical Name:methyl 3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-1H-pyrazole-5-carboxylate
CAS No.:137272-89-0
Molecular Formula:C₃₁H₃₂N₂O₆
Molecular Weight:528.605
Hs Code.:

Synonyms:methyl 3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-1H-pyrazole-5-carboxylate

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Chemical Property of methyl 3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-1H-pyrazole-5-carboxylate

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Technology Process of methyl 3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-1H-pyrazole-5-carboxylate

There total 9 articles about methyl 3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-1H-pyrazole-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:

: 68628-85-3
1-acetamido-2,5-anhydro-3,4,6-tri-O-benzyl-1-deoxy-D-allitol

: 922-67-8
propynoic acid methyl ester

: 137272-89-0
methyl 3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-1H-pyrazole-5-carboxylate

Guidance literature:: 1-acetamido-2,5-anhydro-3,4,6-tri-O-benzyl-1-deoxy-D-allitol; With sodium acetate; dinitrogen tetraoxide; Nitrogen dioxide; In dichloromethane; at 0 ℃; for 2.33333h;

With potassium hydroxide; In diethyl ether; water; at 0 ℃; for 1h;

propynoic acid methyl ester; In diethyl ether; at 20 ℃; for 0.5h;

Reference yield:

: 73853-56-2
N-((2S,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-ylmethyl)-acetamide

: 137272-89-0
methyl 3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-1H-pyrazole-5-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: KOH / dimethylsulfoxide / 2 h / 15 °C

2: glacial AcOH, NaOAc, N₂O₄ (liq.) / CCl₄ / 1.5 h / 3 °C

3: KOH / diethyl ether; H₂O / 0.75 h / 3 °C

4: diethyl ether / 16 h / 27 °C

With potassium hydroxide; sodium acetate; dinitrogen tetraoxide; acetic acid; In tetrachloromethane; diethyl ether; water; dimethyl sulfoxide;
DOI:10.1055/s-1991-26565

Reference yield:

: 23316-67-8
2,3,5-tri-O-benzoyl-β-D-ribofuranosyl-1-carbonitrile

: 137272-89-0
methyl 3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-1H-pyrazole-5-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: NaBH₃(O₂CCF₃) / tetrahydrofuran / 18 h / 27 °C

2: Et₃N, 4-dimethylaminopyridine / tetrahydrofuran / 18 h / 25 °C

3: NaOMe / methanol / 0.75 h / Heating

4: KOH / dimethylsulfoxide / 2 h / 15 °C

5: glacial AcOH, NaOAc, N₂O₄ (liq.) / CCl₄ / 1.5 h / 3 °C

6: KOH / diethyl ether; H₂O / 0.75 h / 3 °C

7: diethyl ether / 16 h / 27 °C

With dmap; potassium hydroxide; sodium (trifluoroacetoxy)borohydride; sodium methylate; sodium acetate; dinitrogen tetraoxide; acetic acid; triethylamine; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; water; dimethyl sulfoxide;
DOI:10.1055/s-1991-26565