3-(2-(S)-azido-3-(4-((bis(tert-butyl)phosphono)methyl)phenyl)propanoyl)-4(S)-benzyl-1,3-oxazolidin-2-one

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Chemical Name:3-(2-(S)-azido-3-(4-((bis(tert-butyl)phosphono)methyl)phenyl)propanoyl)-4(S)-benzyl-1,3-oxazolidin-2-one
CAS No.:300583-40-8
Molecular Formula:C₂₈H₃₇N₄O₆P
Molecular Weight:556.599
Hs Code.:

Synonyms:3-(2-(S)-azido-3-(4-((bis(tert-butyl)phosphono)methyl)phenyl)propanoyl)-4(S)-benzyl-1,3-oxazolidin-2-one

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Chemical Property of 3-(2-(S)-azido-3-(4-((bis(tert-butyl)phosphono)methyl)phenyl)propanoyl)-4(S)-benzyl-1,3-oxazolidin-2-one

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Technology Process of 3-(2-(S)-azido-3-(4-((bis(tert-butyl)phosphono)methyl)phenyl)propanoyl)-4(S)-benzyl-1,3-oxazolidin-2-one

There total 6 articles about 3-(2-(S)-azido-3-(4-((bis(tert-butyl)phosphono)methyl)phenyl)propanoyl)-4(S)-benzyl-1,3-oxazolidin-2-one 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: 77.0%

: 300583-39-5
3-(3-(4-((bis(tert-butyl)phosphono)methyl)phenyl)propanoyl)-4(S)-benzyl-1,3-oxazolidin-2-one

: 300583-40-8
3-(2-(S)-azido-3-(4-((bis(tert-butyl)phosphono)methyl)phenyl)propanoyl)-4(S)-benzyl-1,3-oxazolidin-2-one

Guidance literature:: With 2,4,5-triisopropyl benzenesulfonyl azide; potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃;
DOI:10.1021/jo000643x

Reference yield:

: 90719-32-7
(S)-4-Benzyl-2-oxazolidinone

: 300583-40-8
3-(2-(S)-azido-3-(4-((bis(tert-butyl)phosphono)methyl)phenyl)propanoyl)-4(S)-benzyl-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: NMM; pivaloyl chloride / tetrahydrofuran / 1 h / -78 °C

1.2: 49 percent / Evan's reagent; n-BuLi / tetrahydrofuran; hexane / 1.5 h / -78 °C

2.1: 79 percent / P(o-tolyl)3; Et₃N / Pd(OAc)2 / 85 °C

3.1: 82 percent / H₂ / Pd black / ethanol / 2068.65 Torr

4.1: 77 percent / KHMDS; (2,4,5-triisopropyl)phenylsulfonyl azide / tetrahydrofuran; toluene / -78 °C

With 4-methyl-morpholine; 2,4,5-triisopropyl benzenesulfonyl azide; hydrogen; pivaloyl chloride; potassium hexamethylsilazane; triethylamine; tris-(o-tolyl)phosphine; palladium diacetate; palladium; In tetrahydrofuran; ethanol; toluene; 1.1: Dehydration / 1.2: Acylation / 2.1: Heck coupling / 3.1: Hydrogenation / 4.1: Substitution;
DOI:10.1021/jo000643x

Reference yield:

: 90719-27-0
(S)-3-acryloyl-4-benzyloxazolidin-2-one

: 300583-40-8
3-(2-(S)-azido-3-(4-((bis(tert-butyl)phosphono)methyl)phenyl)propanoyl)-4(S)-benzyl-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 79 percent / P(o-tolyl)3; Et₃N / Pd(OAc)2 / 85 °C

2: 82 percent / H₂ / Pd black / ethanol / 2068.65 Torr

3: 77 percent / KHMDS; (2,4,5-triisopropyl)phenylsulfonyl azide / tetrahydrofuran; toluene / -78 °C

With 2,4,5-triisopropyl benzenesulfonyl azide; hydrogen; potassium hexamethylsilazane; triethylamine; tris-(o-tolyl)phosphine; palladium diacetate; palladium; In tetrahydrofuran; ethanol; toluene; 1: Heck coupling / 2: Hydrogenation / 3: Substitution;
DOI:10.1021/jo000643x