(2R,3S)-N-tert-Butyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-hydroxy-3-(4-nitro-phenyl)-propionamide

Base Information

Chemical Name:(2R,3S)-N-tert-Butyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-hydroxy-3-(4-nitro-phenyl)-propionamide
CAS No.:178421-54-0
Molecular Formula:C₂₁H₂₁N₃O₆
Molecular Weight:411.414
Hs Code.:

Synonyms:(2R,3S)-N-tert-Butyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-hydroxy-3-(4-nitro-phenyl)-propionamide

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Chemical Property of (2R,3S)-N-tert-Butyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-hydroxy-3-(4-nitro-phenyl)-propionamide

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Technology Process of (2R,3S)-N-tert-Butyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-hydroxy-3-(4-nitro-phenyl)-propionamide

There total 6 articles about (2R,3S)-N-tert-Butyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-hydroxy-3-(4-nitro-phenyl)-propionamide 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: 64.0%

: (S)-3-Bromo-N-tert-butyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-(4-nitro-phenyl)-propionamide

: 178421-54-0
(2R,3S)-N-tert-Butyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-hydroxy-3-(4-nitro-phenyl)-propionamide

Guidance literature:: With silver sulfate; In water; acetone; at 65 ℃; for 72h;
DOI:10.1016/0040-4020(96)00307-9

Reference yield:

: 85-44-9
phthalic anhydride

: 178421-54-0
(2R,3S)-N-tert-Butyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-hydroxy-3-(4-nitro-phenyl)-propionamide

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / triethylamine / toluene / 3 h / Heating

2: triethylamine / CH₂Cl₂ / 0.17 h / 0 °C

3: CH₂Cl₂ / 0.5 h / Ambient temperature

4: 95 percent / N-bromosuccinimide / CCl₄ / 3 h / Heating; Irradiation

5: 64 percent / silver sulfate / acetone; H₂O / 72 h / 65 °C

With N-Bromosuccinimide; silver sulfate; triethylamine; In tetrachloromethane; dichloromethane; water; acetone; toluene;
DOI:10.1016/0040-4020(96)00307-9

Reference yield:

: 56613-61-7
(R)-4-nitro-phenylalanine

: 178421-54-0
(2R,3S)-N-tert-Butyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-hydroxy-3-(4-nitro-phenyl)-propionamide

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / triethylamine / toluene / 3 h / Heating

2: triethylamine / CH₂Cl₂ / 0.17 h / 0 °C

3: CH₂Cl₂ / 0.5 h / Ambient temperature

4: 95 percent / N-bromosuccinimide / CCl₄ / 3 h / Heating; Irradiation

5: 64 percent / silver sulfate / acetone; H₂O / 72 h / 65 °C

With N-Bromosuccinimide; silver sulfate; triethylamine; In tetrachloromethane; dichloromethane; water; acetone; toluene;
DOI:10.1016/0040-4020(96)00307-9