tert-butyl (S)-2-((2-methoxy-4-nitrophenyl)amino)-2-(naphthalen-2-yl)-4-phenylbut-3-ynoate

Base Information

Chemical Name:tert-butyl (S)-2-((2-methoxy-4-nitrophenyl)amino)-2-(naphthalen-2-yl)-4-phenylbut-3-ynoate
CAS No.:1463489-59-9
Molecular Formula:C₃₁H₂₈N₂O₅
Molecular Weight:508.574
Hs Code.:

Synonyms:tert-butyl (S)-2-((2-methoxy-4-nitrophenyl)amino)-2-(naphthalen-2-yl)-4-phenylbut-3-ynoate

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Chemical Property of tert-butyl (S)-2-((2-methoxy-4-nitrophenyl)amino)-2-(naphthalen-2-yl)-4-phenylbut-3-ynoate

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Technology Process of tert-butyl (S)-2-((2-methoxy-4-nitrophenyl)amino)-2-(naphthalen-2-yl)-4-phenylbut-3-ynoate

There total 3 articles about tert-butyl (S)-2-((2-methoxy-4-nitrophenyl)amino)-2-(naphthalen-2-yl)-4-phenylbut-3-ynoate 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%

: 1463489-37-3
tert-butyl (Z)-2-((2-methoxy-4-nitrophenyl)imino)-2-(naphthalen-2-yl)acetate

: 536-74-3
phenylacetylene

: 1463489-59-9
tert-butyl (S)-2-((2-methoxy-4-nitrophenyl)amino)-2-(naphthalen-2-yl)-4-phenylbut-3-ynoate

Guidance literature:: phenylacetylene; With dimethyl zinc(II); In toluene; at 25 - 80 ℃; Inert atmosphere;

With (R)-(+)-3,3'-bis(trifluoromethanesulfonyl)-2,2'-dihydroxy-1,1'-binaphthalene; In toluene; at 25 ℃; for 2.5h; Inert atmosphere;

tert-butyl (Z)-2-((2-methoxy-4-nitrophenyl)imino)-2-(naphthalen-2-yl)acetate; In toluene; at 25 ℃; enantioselective reaction; Inert atmosphere;
DOI:10.1002/chem.201301479

Reference yield:

: 1-azido-2-methoxy-4-nitrobenzene

: 1463489-59-9
tert-butyl (S)-2-((2-methoxy-4-nitrophenyl)amino)-2-(naphthalen-2-yl)-4-phenylbut-3-ynoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: triphenylphosphine / o-xylene / 24 h / Reflux

2.1: dimethyl zinc(II) / toluene / 25 - 80 °C / Inert atmosphere

2.2: 2.5 h / 25 °C / Inert atmosphere

2.3: 25 °C / Inert atmosphere

With dimethyl zinc(II); triphenylphosphine; In o-xylene; toluene;
DOI:10.1002/chem.201301479

Reference yield:

: 97-52-9
2-methoxy-4-nitrophenylamine

: 1463489-59-9
tert-butyl (S)-2-((2-methoxy-4-nitrophenyl)amino)-2-(naphthalen-2-yl)-4-phenylbut-3-ynoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydrogenchloride; sodium nitrite / water / 0.17 h / 0 °C

1.2: 0.17 h

2.1: triphenylphosphine / o-xylene / 24 h / Reflux

3.1: dimethyl zinc(II) / toluene / 25 - 80 °C / Inert atmosphere

3.2: 2.5 h / 25 °C / Inert atmosphere

3.3: 25 °C / Inert atmosphere

With hydrogenchloride; dimethyl zinc(II); triphenylphosphine; sodium nitrite; In o-xylene; water; toluene;
DOI:10.1002/chem.201301479