methyl (S)-2-((1S,3S,5S,6S)-6-(benzyloxycarbonylamino)-5-isopropyl-7-oxo-3-phenylhexahydropyrazolo[1,2-a]pyrazole-1-carboxamido)propanoate

Base Information

Chemical Name:methyl (S)-2-((1S,3S,5S,6S)-6-(benzyloxycarbonylamino)-5-isopropyl-7-oxo-3-phenylhexahydropyrazolo[1,2-a]pyrazole-1-carboxamido)propanoate
CAS No.:1446762-61-3
Molecular Formula:C₂₈H₃₄N₄O₆
Molecular Weight:522.601
Hs Code.:

Synonyms:methyl (S)-2-((1S,3S,5S,6S)-6-(benzyloxycarbonylamino)-5-isopropyl-7-oxo-3-phenylhexahydropyrazolo[1,2-a]pyrazole-1-carboxamido)propanoate

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Chemical Property of methyl (S)-2-((1S,3S,5S,6S)-6-(benzyloxycarbonylamino)-5-isopropyl-7-oxo-3-phenylhexahydropyrazolo[1,2-a]pyrazole-1-carboxamido)propanoate

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Technology Process of methyl (S)-2-((1S,3S,5S,6S)-6-(benzyloxycarbonylamino)-5-isopropyl-7-oxo-3-phenylhexahydropyrazolo[1,2-a]pyrazole-1-carboxamido)propanoate

There total 4 articles about methyl (S)-2-((1S,3S,5S,6S)-6-(benzyloxycarbonylamino)-5-isopropyl-7-oxo-3-phenylhexahydropyrazolo[1,2-a]pyrazole-1-carboxamido)propanoate 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: 32.0%

: (1R,3R,5R,6R)-6-(benzyloxycarbonylamino)-5-isopropyl-7-oxo-3-phenylhexahydropyrazolo[1,2-a]pyrazole-1-carboxylic acid

: 2491-20-5
L-alanine methyl ester hydrochloride

: 1446762-58-8
methyl (S)-2-((1R,3R,5R,6R)-6-(benzyloxycarbonylamino)-5-isopropyl-7-oxo-3-phenylhexahydropyrazolo[1,2-a]pyrazole-1-carboxamido)propanoate

: 1446762-61-3
methyl (S)-2-((1S,3S,5S,6S)-6-(benzyloxycarbonylamino)-5-isopropyl-7-oxo-3-phenylhexahydropyrazolo[1,2-a]pyrazole-1-carboxamido)propanoate

Guidance literature:: With 4-methyl-morpholine; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1016/j.tet.2013.05.122

Reference yield:

: tert-butyl (1R,3S,5R,6R)-6-(benzyloxycarbonylamino)-5-isopropyl-7-oxo-3-phenylhexahydropyrazolo[1,2-a]pyrazole-1-carboxylate

: 1446762-58-8
methyl (S)-2-((1R,3R,5R,6R)-6-(benzyloxycarbonylamino)-5-isopropyl-7-oxo-3-phenylhexahydropyrazolo[1,2-a]pyrazole-1-carboxamido)propanoate

: 1446762-61-3
methyl (S)-2-((1S,3S,5S,6S)-6-(benzyloxycarbonylamino)-5-isopropyl-7-oxo-3-phenylhexahydropyrazolo[1,2-a]pyrazole-1-carboxamido)propanoate

Guidance literature:: Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 24 h / 20 °C

2: 4-methyl-morpholine; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline / dichloromethane / 24 h / 20 °C

With 4-methyl-morpholine; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; trifluoroacetic acid; In dichloromethane;
DOI:10.1016/j.tet.2013.05.122

Reference yield:

: 156174-28-6
methyl 2-(benzyloxycarbonylamino)-3-isopropylacrylate

: 1446762-58-8
methyl (S)-2-((1R,3R,5R,6R)-6-(benzyloxycarbonylamino)-5-isopropyl-7-oxo-3-phenylhexahydropyrazolo[1,2-a]pyrazole-1-carboxamido)propanoate

: 1446762-61-3
methyl (S)-2-((1S,3S,5S,6S)-6-(benzyloxycarbonylamino)-5-isopropyl-7-oxo-3-phenylhexahydropyrazolo[1,2-a]pyrazole-1-carboxamido)propanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: hydrazine hydrate / ethanol / 3 h / 20 °C

2.1: methanol / 0.08 h / 20 °C

2.2: 7 h / 20 °C

3.1: 7 h / Inert atmosphere; Reflux

4.1: trifluoroacetic acid / dichloromethane / 24 h / 20 °C

5.1: 4-methyl-morpholine; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline / dichloromethane / 24 h / 20 °C

With 4-methyl-morpholine; hydrazine hydrate; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; trifluoroacetic acid; In methanol; ethanol; dichloromethane;
DOI:10.1016/j.tet.2013.05.122