(3S,4S)-ethyl-4-((tert-butoxycarbonyl)amino)-3-(nitromethyl)-5-phenyl pentanoate

Base Information

Chemical Name:(3S,4S)-ethyl-4-((tert-butoxycarbonyl)amino)-3-(nitromethyl)-5-phenyl pentanoate
CAS No.:155224-47-8
Molecular Formula:C₁₉H₂₈N₂O₆
Molecular Weight:380.441
Hs Code.:

Synonyms:(3S,4S)-ethyl-4-((tert-butoxycarbonyl)amino)-3-(nitromethyl)-5-phenyl pentanoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,4S)-ethyl-4-((tert-butoxycarbonyl)amino)-3-(nitromethyl)-5-phenyl pentanoate

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Technology Process of (3S,4S)-ethyl-4-((tert-butoxycarbonyl)amino)-3-(nitromethyl)-5-phenyl pentanoate

There total 2 articles about (3S,4S)-ethyl-4-((tert-butoxycarbonyl)amino)-3-(nitromethyl)-5-phenyl pentanoate 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%

: 75-52-5
nitromethane

: 124818-94-6,116246-06-1
ethyl (2E,4S)-4-[(tert-butoxycarbonyl)amino]-5-phenylpent-2-enoate

: 155224-48-9
(3R,4S)-ethyl-4-(tert-butoxycarbonylamino)-3-(nitromethyl)-5-phenyl pentanoate

: 155224-47-8
(3S,4S)-ethyl-4-((tert-butoxycarbonyl)amino)-3-(nitromethyl)-5-phenyl pentanoate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; at 0 - 25 ℃; for 3h; Inert atmosphere;
DOI:10.1021/acs.orglett.5b02263

Reference yield:

: 72155-45-4
Boc-L-phenylalaninal

: 155224-48-9
(3R,4S)-ethyl-4-(tert-butoxycarbonylamino)-3-(nitromethyl)-5-phenyl pentanoate

: 155224-47-8
(3S,4S)-ethyl-4-((tert-butoxycarbonyl)amino)-3-(nitromethyl)-5-phenyl pentanoate

Guidance literature:: Multi-step reaction with 2 steps

1: tetrahydrofuran / 8 h / Inert atmosphere

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / neat liquid / 20 °C / Inert atmosphere

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; 1: |Wittig Olefination / 2: |Michael Addition;
DOI:10.1039/c2ob27070f