tert-butyl (5R,6R,7S)-7-(((benzyloxy)carbonyl)amino)-6-(2-((tertbutyldiphenylsilyl)oxy)ethyl)-5-ethyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-b]pyridine-1-carboxylate

Base Information

Chemical Name:tert-butyl (5R,6R,7S)-7-(((benzyloxy)carbonyl)amino)-6-(2-((tertbutyldiphenylsilyl)oxy)ethyl)-5-ethyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-b]pyridine-1-carboxylate
CAS No.:1630985-03-3
Molecular Formula:C₃₉H₅₀N₄O₅Si
Molecular Weight:682.935
Hs Code.:

tert-butyl (5R,6R,7S)-7-(((benzyloxy)carbonyl)amino)-6-(2-((tertbutyldiphenylsilyl)oxy)ethyl)-5-ethyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-b]pyridine-1-carboxylate

Synonyms:tert-butyl (5R,6R,7S)-7-(((benzyloxy)carbonyl)amino)-6-(2-((tertbutyldiphenylsilyl)oxy)ethyl)-5-ethyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-b]pyridine-1-carboxylate

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Chemical Property of tert-butyl (5R,6R,7S)-7-(((benzyloxy)carbonyl)amino)-6-(2-((tertbutyldiphenylsilyl)oxy)ethyl)-5-ethyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-b]pyridine-1-carboxylate

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Technology Process of tert-butyl (5R,6R,7S)-7-(((benzyloxy)carbonyl)amino)-6-(2-((tertbutyldiphenylsilyl)oxy)ethyl)-5-ethyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-b]pyridine-1-carboxylate

There total 2 articles about tert-butyl (5R,6R,7S)-7-(((benzyloxy)carbonyl)amino)-6-(2-((tertbutyldiphenylsilyl)oxy)ethyl)-5-ethyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-b]pyridine-1-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: 70.0%

: 1018446-96-2
tert-butyl 4-nitro-1H-pyrazole-1-carboxylate

: C₂₆H₂₉NO₃Si

: 123-38-6
propionaldehyde

: 1630985-03-3
tert-butyl (5R,6R,7S)-7-(((benzyloxy)carbonyl)amino)-6-(2-((tertbutyldiphenylsilyl)oxy)ethyl)-5-ethyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-b]pyridine-1-carboxylate

Guidance literature:: tert-butyl 4-nitro-1H-pyrazole-1-carboxylate; With palladium on activated charcoal; hydrogen; In ethyl acetate; at 20 ℃; for 20.5h; under 760.051 Torr;

propionaldehyde; In dichloromethane; at 20 ℃; for 0.666667h; Inert atmosphere;

C₂₆H₂₉NO₃Si; With C₃₂H₁₉Cl₂O₄P; In dichloromethane; at -30 ℃; for 2h; enantioselective reaction; Inert atmosphere;
DOI:10.1002/adsc.201400093

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 1630985-03-3
tert-butyl (5R,6R,7S)-7-(((benzyloxy)carbonyl)amino)-6-(2-((tertbutyldiphenylsilyl)oxy)ethyl)-5-ethyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-b]pyridine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: dichloromethane / 4 h / 20 °C / Inert atmosphere

2.1: hydrogen; palladium on activated charcoal / ethyl acetate / 20.5 h / 20 °C / 760.05 Torr

2.2: 0.67 h / 20 °C / Inert atmosphere

2.3: 2 h / -30 °C / Inert atmosphere

With palladium on activated charcoal; hydrogen; In dichloromethane; ethyl acetate;
DOI:10.1002/adsc.201400093

Reference yield: 92.0%

: 1630985-03-3
tert-butyl (5R,6R,7S)-7-(((benzyloxy)carbonyl)amino)-6-(2-((tertbutyldiphenylsilyl)oxy)ethyl)-5-ethyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-b]pyridine-1-carboxylate

: 1630985-04-4
tert-butyl (5R,6S,7S)-7-amino-6-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-5-ethyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-b]pyridine-1-carboxylate

Guidance literature:: With 10 wt% Pd(OH)2 on carbon; hydrogen; In methanol; at 20 ℃; for 4.5h; under 760.051 Torr; enantioselective reaction;
DOI:10.1002/adsc.201400093