tert-butyl 3-[((4S)-2-oxo-4-phenyl(1,3-oxazolidin-3-yl))carbonyl]-(3S,4S)-4-(4-{[bis(tert-butoxy)phosphono]methyl}phenyl)hex-5-enoate

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Chemical Name:tert-butyl 3-[((4S)-2-oxo-4-phenyl(1,3-oxazolidin-3-yl))carbonyl]-(3S,4S)-4-(4-{[bis(tert-butoxy)phosphono]methyl}phenyl)hex-5-enoate
CAS No.:495404-36-9
Molecular Formula:C₃₅H₄₈NO₈P
Molecular Weight:641.742
Hs Code.:

Synonyms:tert-butyl 3-[((4S)-2-oxo-4-phenyl(1,3-oxazolidin-3-yl))carbonyl]-(3S,4S)-4-(4-{[bis(tert-butoxy)phosphono]methyl}phenyl)hex-5-enoate

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Chemical Property of tert-butyl 3-[((4S)-2-oxo-4-phenyl(1,3-oxazolidin-3-yl))carbonyl]-(3S,4S)-4-(4-{[bis(tert-butoxy)phosphono]methyl}phenyl)hex-5-enoate

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Technology Process of tert-butyl 3-[((4S)-2-oxo-4-phenyl(1,3-oxazolidin-3-yl))carbonyl]-(3S,4S)-4-(4-{[bis(tert-butoxy)phosphono]methyl}phenyl)hex-5-enoate

There total 1 articles about tert-butyl 3-[((4S)-2-oxo-4-phenyl(1,3-oxazolidin-3-yl))carbonyl]-(3S,4S)-4-(4-{[bis(tert-butoxy)phosphono]methyl}phenyl)hex-5-enoate 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%

: 5292-43-3
bromoacetic acid 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

: 495404-36-9
tert-butyl 3-[((4S)-2-oxo-4-phenyl(1,3-oxazolidin-3-yl))carbonyl]-(3S,4S)-4-(4-{[bis(tert-butoxy)phosphono]methyl}phenyl)hex-5-enoate

Guidance literature:: 3-[(3R)-3-(4-{[bis(tert-butoxy)phosphono]methyl}phenyl)pent-4-enoyl]-(4S)-4-phenyl-1,3-oxazolidin-2-one; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h;

bromoacetic acid tert-butyl ester; In tetrahydrofuran; at -78 ℃; for 2h; Further stages.;
DOI:10.1021/jm0203635

Reference yield: 85.0%

: 495404-36-9
tert-butyl 3-[((4S)-2-oxo-4-phenyl(1,3-oxazolidin-3-yl))carbonyl]-(3S,4S)-4-(4-{[bis(tert-butoxy)phosphono]methyl}phenyl)hex-5-enoate

: 495404-40-5
(2S,3S)-3-(4-{[bis(tert-butoxy)phosphono]methyl}phenyl)-2-{[(tert-butyl)oxycarbonyl]methyl}pent-4-enoic acid

Guidance literature:: With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1021/jm0203635

Reference yield:

: 495404-36-9
tert-butyl 3-[((4S)-2-oxo-4-phenyl(1,3-oxazolidin-3-yl))carbonyl]-(3S,4S)-4-(4-{[bis(tert-butoxy)phosphono]methyl}phenyl)hex-5-enoate

: 2-[(9S,10S,14S,18S)-7,16,19-triaza-18-(carbamoylmethyl)-14-(naphthylmethyl)-8,17,20-trioxo-10-[4-(phosphonomethyl)phenyl]spiro[5.14]icos-11-en-9-yl]acetic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / aq. H₂O₂; aq. LiOH / tetrahydrofuran / 0 - 20 °C

2: 72 percent / HOAt; EDCI / dimethylformamide / 20 °C

3: 87 percent / (PCy₃)2Cl₂Ru=CHPh / CH₂Cl₂ / Heating

4: 100 percent / TFA; Et₃SiH / H₂O / 1 h / 20 °C

With triethylsilane; lithium hydroxide; Grubbs catalyst first generation; 1-hydroxy-7-aza-benzotriazole; dihydrogen peroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm0203635