(4R)-3-{(2R)-2-azido-[(iodomethyl)dimethylsilyl]propanoyl}-4-benzyl-1,3-oxazolidin-2-one

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Chemical Name:(4R)-3-{(2R)-2-azido-[(iodomethyl)dimethylsilyl]propanoyl}-4-benzyl-1,3-oxazolidin-2-one
CAS No.:770738-46-0
Molecular Formula:C₁₆H₂₁IN₄O₃Si
Molecular Weight:472.358
Hs Code.:

Synonyms:(4R)-3-{(2R)-2-azido-[(iodomethyl)dimethylsilyl]propanoyl}-4-benzyl-1,3-oxazolidin-2-one

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Chemical Property of (4R)-3-{(2R)-2-azido-[(iodomethyl)dimethylsilyl]propanoyl}-4-benzyl-1,3-oxazolidin-2-one

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Technology Process of (4R)-3-{(2R)-2-azido-[(iodomethyl)dimethylsilyl]propanoyl}-4-benzyl-1,3-oxazolidin-2-one

There total 5 articles about (4R)-3-{(2R)-2-azido-[(iodomethyl)dimethylsilyl]propanoyl}-4-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: 96.0%

: (4R)-3-{(2R)-2-azido-3-[(chloromethyl)dimethylsilyl]propanoyl}-4-benzyl-1,3-oxazolidin-2-one

: 770738-46-0
(4R)-3-{(2R)-2-azido-[(iodomethyl)dimethylsilyl]propanoyl}-4-benzyl-1,3-oxazolidin-2-one

Guidance literature:: With sodium iodide; In acetone; at 64 ℃; for 24h;
DOI:10.1002/hlca.200490152

Reference yield:

: 40217-17-2,90719-32-7,120574-96-1,102029-44-7
(R)-4-(phenylmethyl)-2-oxazolidinone

: 770738-46-0
(4R)-3-{(2R)-2-azido-[(iodomethyl)dimethylsilyl]propanoyl}-4-benzyl-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: pivaloyl chloride; NaH / tetrahydrofuran / 2 h

1.2: 84 percent / BuLi / tetrahydrofuran; hexane / 4 h / -78 - 23 °C

2.1: EtN(iPr)2; Bu₂BOTf / CH₂Cl₂ / 4 h / 0 °C

2.2: 64 percent / NBS / CH₂Cl₂ / 1 h / -78 °C

3.1: 99 percent / N,N,N',N'-tetramethylguanidinium azide / acetonitrile / 4 h / 0 °C

4.1: 96 percent / NaI / acetone / 24 h / 64 °C

With N,N,N',N'-tetramethylguanidinium azide; di-n-butylboryl trifluoromethanesulfonate; pivaloyl chloride; sodium hydride; N-ethyl-N,N-diisopropylamine; sodium iodide; In tetrahydrofuran; dichloromethane; acetone; acetonitrile; 4.1: Finkelstein reaction;
DOI:10.1002/hlca.200490152

Reference yield:

: 770738-34-6
3-[(chloromethyl)(dimethyl)silyl]propanoic acid

: 770738-46-0
(4R)-3-{(2R)-2-azido-[(iodomethyl)dimethylsilyl]propanoyl}-4-benzyl-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: pivaloyl chloride; NaH / tetrahydrofuran / 2 h

1.2: 84 percent / BuLi / tetrahydrofuran; hexane / 4 h / -78 - 23 °C

2.1: EtN(iPr)2; Bu₂BOTf / CH₂Cl₂ / 4 h / 0 °C

2.2: 64 percent / NBS / CH₂Cl₂ / 1 h / -78 °C

3.1: 99 percent / N,N,N',N'-tetramethylguanidinium azide / acetonitrile / 4 h / 0 °C

4.1: 96 percent / NaI / acetone / 24 h / 64 °C

With N,N,N',N'-tetramethylguanidinium azide; di-n-butylboryl trifluoromethanesulfonate; pivaloyl chloride; sodium hydride; N-ethyl-N,N-diisopropylamine; sodium iodide; In tetrahydrofuran; dichloromethane; acetone; acetonitrile; 4.1: Finkelstein reaction;
DOI:10.1002/hlca.200490152