(S)-tert-butyl 1-[(S)-2-(ethoxycarbonyl)-1-(4-nitrophenyl)allyl]-3-oxo-1,3-dihydroisobenzofuran-1-carboxylate

Base Information

Chemical Name:(S)-tert-butyl 1-[(S)-2-(ethoxycarbonyl)-1-(4-nitrophenyl)allyl]-3-oxo-1,3-dihydroisobenzofuran-1-carboxylate
CAS No.:1381859-95-5
Molecular Formula:C₂₅H₂₅NO₈
Molecular Weight:467.475
Hs Code.:

Synonyms:(S)-tert-butyl 1-[(S)-2-(ethoxycarbonyl)-1-(4-nitrophenyl)allyl]-3-oxo-1,3-dihydroisobenzofuran-1-carboxylate

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Chemical Property of (S)-tert-butyl 1-[(S)-2-(ethoxycarbonyl)-1-(4-nitrophenyl)allyl]-3-oxo-1,3-dihydroisobenzofuran-1-carboxylate

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Technology Process of (S)-tert-butyl 1-[(S)-2-(ethoxycarbonyl)-1-(4-nitrophenyl)allyl]-3-oxo-1,3-dihydroisobenzofuran-1-carboxylate

There total 4 articles about (S)-tert-butyl 1-[(S)-2-(ethoxycarbonyl)-1-(4-nitrophenyl)allyl]-3-oxo-1,3-dihydroisobenzofuran-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: 91.0%

: 944471-27-6
ethyl 2-((tert-butoxycarbonyloxy)(4-nitrophenyl)methyl)acrylate

: 1374450-07-3
tert-butyl 3-oxo-1,3-dihydroisobenzofuran-1-carboxylate

: 1381859-95-5
(S)-tert-butyl 1-[(S)-2-(ethoxycarbonyl)-1-(4-nitrophenyl)allyl]-3-oxo-1,3-dihydroisobenzofuran-1-carboxylate

Guidance literature:: With C₃₃H₄₆FN₂OPSSi; In toluene; at 20 ℃; for 2h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ja303115m

Reference yield:

: 87-41-2
2-benzofuran-1(3H)-one

: 1381859-95-5
(S)-tert-butyl 1-[(S)-2-(ethoxycarbonyl)-1-(4-nitrophenyl)allyl]-3-oxo-1,3-dihydroisobenzofuran-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 0.83 h / -78 °C / Inert atmosphere

1.2: 1.5 h / -78 °C / Inert atmosphere

2.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 4 h / 0 - 20 °C

3.1: dmap; triethylamine / dichloromethane / 20 °C

4.1: C₃₃H₄₆FN₂OPSSi / toluene / 2 h / 20 °C / Inert atmosphere

With dmap; n-butyllithium; oxalyl dichloride; C₃₃H₄₆FN₂OPSSi; triethylamine; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja303115m

Reference yield:

: 129881-51-2,75724-95-7
acid chloride of 1-oxo-1,3-dihydroisobenzofuran-3-carboxylic acid

: 1381859-95-5
(S)-tert-butyl 1-[(S)-2-(ethoxycarbonyl)-1-(4-nitrophenyl)allyl]-3-oxo-1,3-dihydroisobenzofuran-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: dmap; triethylamine / dichloromethane / 20 °C

2: C₃₃H₄₆FN₂OPSSi / toluene / 2 h / 20 °C / Inert atmosphere

With dmap; C₃₃H₄₆FN₂OPSSi; triethylamine; In dichloromethane; toluene;
DOI:10.1021/ja303115m