{(R)-1-[(3S,5R)-2-Benzyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-isoxazolidin-3-yl]-2-oxo-ethyl}-carbamic acid tert-butyl ester

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Chemical Name:{(R)-1-[(3S,5R)-2-Benzyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-isoxazolidin-3-yl]-2-oxo-ethyl}-carbamic acid tert-butyl ester
CAS No.:213753-08-3
Molecular Formula:C₂₂H₂₈N₄O₆
Molecular Weight:444.488
Hs Code.:

Synonyms:{(R)-1-[(3S,5R)-2-Benzyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-isoxazolidin-3-yl]-2-oxo-ethyl}-carbamic acid tert-butyl ester

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Chemical Property of {(R)-1-[(3S,5R)-2-Benzyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-isoxazolidin-3-yl]-2-oxo-ethyl}-carbamic acid tert-butyl ester

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Technology Process of {(R)-1-[(3S,5R)-2-Benzyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-isoxazolidin-3-yl]-2-oxo-ethyl}-carbamic acid tert-butyl ester

There total 8 articles about {(R)-1-[(3S,5R)-2-Benzyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-isoxazolidin-3-yl]-2-oxo-ethyl}-carbamic acid tert-butyl 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: 85.0%

: 213753-07-2
1-{(3S,5R)-2-benzyl-3-[(4R)-3-(tert-butoxycarbonylamino)-2-hydroxyethyl]isoxazolidin-5-yl}thymine

: 213753-08-3
{(R)-1-[(3S,5R)-2-Benzyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-isoxazolidin-3-yl]-2-oxo-ethyl}-carbamic acid tert-butyl ester

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -80 ℃; for 2h;
DOI:10.1016/S0040-4039(98)01323-9

Reference yield:

: 158723-45-6,188965-45-9
(Z)-N-[(4R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidin-4-yl]benzylamine N-oxide

: 213753-08-3
{(R)-1-[(3S,5R)-2-Benzyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-isoxazolidin-3-yl]-2-oxo-ethyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: TBSOTf / CH₂Cl₂ / 2 h / -60 °C

2: 100 percent / HF*pyridine / tetrahydrofuran / 1 h / 0 °C

3: 98 percent / MeONa / methanol / 0.08 h / Ambient temperature

4: DIBAH / CH₂Cl₂ / 1 h / -80 °C

5: pyridine / 12 h / Ambient temperature

6: TMSOTf / acetonitrile / 6 h / Ambient temperature

7: 66 percent / 70percent aq. AcOH / 15 h / 50 °C

8: 85 percent / DMSO, (COCl)2 / CH₂Cl₂ / 2 h / -80 °C

With pyridine; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; t-butyldimethylsiyl triflate; sodium methylate; diisobutylaluminium hydride; pyridine hydrogenfluoride; acetic acid; dimethyl sulfoxide; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1016/S0040-4039(98)01323-9

Reference yield:

: 1061738-40-6
(R)-4-((S)-2-Benzyl-5-hydroxy-isoxazolidin-3-yl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 213753-08-3
{(R)-1-[(3S,5R)-2-Benzyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-isoxazolidin-3-yl]-2-oxo-ethyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 12 h / Ambient temperature

2: TMSOTf / acetonitrile / 6 h / Ambient temperature

3: 66 percent / 70percent aq. AcOH / 15 h / 50 °C

4: 85 percent / DMSO, (COCl)2 / CH₂Cl₂ / 2 h / -80 °C

With pyridine; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; acetic acid; dimethyl sulfoxide; In dichloromethane; acetonitrile;
DOI:10.1016/S0040-4039(98)01323-9