Phosphonic acid, [[4-[(1R)-1-[2-oxo-2-[(4S)-2-oxo-4-phenyl-3-oxazolidinyl]ethyl]-2-propen yl]phenyl]methyl]-, bis(1,1-dimethylethyl) ester

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Chemical Name:Phosphonic acid, [[4-[(1R)-1-[2-oxo-2-[(4S)-2-oxo-4-phenyl-3-oxazolidinyl]ethyl]-2-propen yl]phenyl]methyl]-, bis(1,1-dimethylethyl) ester
CAS No.:350038-45-8
Molecular Formula:C29H38NO6P
Molecular Weight:527.598
Hs Code.:

Synonyms:

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Chemical Property of Phosphonic acid, [[4-[(1R)-1-[2-oxo-2-[(4S)-2-oxo-4-phenyl-3-oxazolidinyl]ethyl]-2-propen yl]phenyl]methyl]-, bis(1,1-dimethylethyl) ester

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Technology Process of Phosphonic acid, [[4-[(1R)-1-[2-oxo-2-[(4S)-2-oxo-4-phenyl-3-oxazolidinyl]ethyl]-2-propen yl]phenyl]methyl]-, bis(1,1-dimethylethyl) ester

There total 7 articles about Phosphonic acid, [[4-[(1R)-1-[2-oxo-2-[(4S)-2-oxo-4-phenyl-3-oxazolidinyl]ethyl]-2-propen yl]phenyl]methyl]-, bis(1,1-dimethylethyl) ester 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: 56.0%

: 1826-67-1
vinyl magnesium bromide

: 350038-44-7
3-[(2E)-3-(4-{[bis(tert-butoxy)phosphono]methyl}phenyl)prop-2-enoyl]-(4S)-4-phenyl-1,3-oxazolidin-2-one

: (4-{(S)-1-[2-Oxo-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-ethyl]-allyl}-benzyl)-phosphonic acid di-tert-butyl ester

: 350038-45-8
3-[(3R)-3-(4-{[bis(tert-butoxy)phosphono]methyl}phenyl)pent-4-enoyl]-(4S)-4-phenyl-1,3-oxazolidin-2-one

Guidance literature:: vinyl magnesium bromide; With copper(I) thiophenolate; In tetrahydrofuran; diethyl ether; at -40 - 20 ℃;

3-[(2E)-3-(4-{[bis(tert-butoxy)phosphono]methyl}phenyl)prop-2-enoyl]-(4S)-4-phenyl-1,3-oxazolidin-2-one; In tetrahydrofuran; diethyl ether; at -40 ℃; for 3h;
DOI:10.1021/ol0157609

Reference yield:

: 13086-84-5
di-tert-butyl phosphite

: 350038-45-8
3-[(3R)-3-(4-{[bis(tert-butoxy)phosphono]methyl}phenyl)pent-4-enoyl]-(4S)-4-phenyl-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: BuLi / tetrahydrofuran; hexane / -78 - 0 °C

1.2: 91 percent / tetrahydrofuran; various solvent(s) / 0 - 20 °C

2.1: 86 percent / triethylamine; tri-o-tolylphosphine / palladium acetate / Heating

3.1: cuprous thiophenoxide / diethyl ether; tetrahydrofuran / -40 - 20 °C

3.2: 56 percent / diethyl ether; tetrahydrofuran / 3 h / -40 °C

With n-butyllithium; copper(I) thiophenolate; triethylamine; tris-(o-tolyl)phosphine; palladium diacetate; In tetrahydrofuran; diethyl ether; hexane; 2.1: Heck reaction;
DOI:10.1021/ol0157609

Reference yield:

: 99395-88-7,7480-32-2
(S)-4-phenyl-2-oxazolidinone

: 350038-45-8
3-[(3R)-3-(4-{[bis(tert-butoxy)phosphono]methyl}phenyl)pent-4-enoyl]-(4S)-4-phenyl-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: BuLi / tetrahydrofuran / 0.5 h / -78 °C

2.1: N-methylmorpholine; pivaloyl chloride / tetrahydrofuran / 1 h / -78 °C

2.2: 79 percent / tetrahydrofuran / -78 - 20 °C

3.1: 86 percent / triethylamine; tri-o-tolylphosphine / palladium acetate / Heating

4.1: cuprous thiophenoxide / diethyl ether; tetrahydrofuran / -40 - 20 °C

4.2: 56 percent / diethyl ether; tetrahydrofuran / 3 h / -40 °C

With 4-methyl-morpholine; n-butyllithium; copper(I) thiophenolate; pivaloyl chloride; triethylamine; tris-(o-tolyl)phosphine; palladium diacetate; In tetrahydrofuran; diethyl ether; 3.1: Heck reaction;
DOI:10.1021/ol0157609