4-tert-butyloxycarbonyl-5-ethoxycarbonyl-3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)pyrazole

Base Information

Chemical Name:4-tert-butyloxycarbonyl-5-ethoxycarbonyl-3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)pyrazole
CAS No.:117475-65-7
Molecular Formula:C₃₇H₄₂N₂O₈
Molecular Weight:642.749
Hs Code.:

Synonyms:4-tert-butyloxycarbonyl-5-ethoxycarbonyl-3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)pyrazole

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Chemical Property of 4-tert-butyloxycarbonyl-5-ethoxycarbonyl-3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)pyrazole

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Technology Process of 4-tert-butyloxycarbonyl-5-ethoxycarbonyl-3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)pyrazole

There total 6 articles about 4-tert-butyloxycarbonyl-5-ethoxycarbonyl-3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)pyrazole 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: 98.0%

: 4-tert-butyloxycarbonyl-5-cyano-3-ethoxycarbonyl-4,5-dihydro-5-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)pyrazole

: 117475-65-7
4-tert-butyloxycarbonyl-5-ethoxycarbonyl-3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)pyrazole

Guidance literature:: With triethylamine; In toluene; for 3h; Ambient temperature;
DOI:10.1016/0008-6215(88)84056-4

Reference yield:

: 82267-01-4
(2S,3S,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)tetrahydrofuran-2-carbonitrile

: 117475-65-7
4-tert-butyloxycarbonyl-5-ethoxycarbonyl-3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)pyrazole

Guidance literature:: Multi-step reaction with 6 steps

1: 79 percent / KOH (20percent) / methanol / 3 h / Heating

2: SOCl₂, N,N-dimethylformamide / diethyl ether / 1 h / Heating

3: toluene / 1.5 h / 80 °C

4: benzene / 3 h / 0 - 20 °C

5: 64 percent / toluene / 48 h / 65 °C

6: 98 percent / triethylamine / toluene / 3 h / Ambient temperature

With potassium hydroxide; thionyl chloride; triethylamine; N,N-dimethyl-formamide; In methanol; diethyl ether; toluene; benzene;
DOI:10.1016/0008-6215(88)84056-4

Reference yield:

: (2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-carbonyl chloride

: 117475-65-7
4-tert-butyloxycarbonyl-5-ethoxycarbonyl-3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)pyrazole

Guidance literature:: Multi-step reaction with 4 steps

1: toluene / 1.5 h / 80 °C

2: benzene / 3 h / 0 - 20 °C

3: 64 percent / toluene / 48 h / 65 °C

4: 98 percent / triethylamine / toluene / 3 h / Ambient temperature

With triethylamine; In toluene; benzene;
DOI:10.1016/0008-6215(88)84056-4