(S)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-((R)-2-{3-[(2S,3R,4S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-6-(2-methyl-propenyl)-tetrahydro-pyran-2-ylmethyl]-isoxazol-5-yl}-propyl)-pentane-1,3-dione

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Chemical Name:(S)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-((R)-2-{3-[(2S,3R,4S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-6-(2-methyl-propenyl)-tetrahydro-pyran-2-ylmethyl]-isoxazol-5-yl}-propyl)-pentane-1,3-dione
CAS No.:245736-68-9
Molecular Formula:C₃₈H₅₆N₂O₇Si
Molecular Weight:680.957
Hs Code.:

(S)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-((R)-2-{3-[(2S,3R,4S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-6-(2-methyl-propenyl)-tetrahydro-pyran-2-ylmethyl]-isoxazol-5-yl}-propyl)-pentane-1,3-dione

Synonyms:(S)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-((R)-2-{3-[(2S,3R,4S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-6-(2-methyl-propenyl)-tetrahydro-pyran-2-ylmethyl]-isoxazol-5-yl}-propyl)-pentane-1,3-dione

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Chemical Property of (S)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-((R)-2-{3-[(2S,3R,4S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-6-(2-methyl-propenyl)-tetrahydro-pyran-2-ylmethyl]-isoxazol-5-yl}-propyl)-pentane-1,3-dione

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Technology Process of (S)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-((R)-2-{3-[(2S,3R,4S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-6-(2-methyl-propenyl)-tetrahydro-pyran-2-ylmethyl]-isoxazol-5-yl}-propyl)-pentane-1,3-dione

There total 18 articles about (S)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-((R)-2-{3-[(2S,3R,4S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-6-(2-methyl-propenyl)-tetrahydro-pyran-2-ylmethyl]-isoxazol-5-yl}-propyl)-pentane-1,3-dione 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:

: 245736-67-8
(S)-4-Benzyl-3-[(2S,3R)-2-((R)-2-{3-[(2S,3R,4S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-6-(2-methyl-propenyl)-tetrahydro-pyran-2-ylmethyl]-isoxazol-5-yl}-propyl)-3-hydroxy-pentanoyl]-oxazolidin-2-one

: 245736-68-9
(S)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-((R)-2-{3-[(2S,3R,4S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-6-(2-methyl-propenyl)-tetrahydro-pyran-2-ylmethyl]-isoxazol-5-yl}-propyl)-pentane-1,3-dione

Guidance literature:: With pyridine-SO₃ complex; N-ethyl-N,N-diisopropylamine; In dichloromethane; dimethyl sulfoxide; at -15 ℃; Yield given;
DOI:10.1021/ja990789h

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 245736-68-9
(S)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-((R)-2-{3-[(2S,3R,4S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-6-(2-methyl-propenyl)-tetrahydro-pyran-2-ylmethyl]-isoxazol-5-yl}-propyl)-pentane-1,3-dione

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) 2,6-lutidine, 2.) KO-t-Bu / 1.) CH₂Cl₂, -78 deg C, 2.) THF, -10 deg C

2: DIBAL-H / tetrahydrofuran / -78 - 23 °C

3: Br₂, Ph₃P, imidazole, 2-methyl-2-butene / CH₂Cl₂

4: 78 percent / AgNO₂ / diethyl ether

5: 1.) 3-ClPhNCO, i-Pr₂NEt / 1.) PhMe, 2.) PhMe, 90 deg C

6: PPTS / methanol / 0 °C

7: SO₃*pyr, i-Pr₂NEt / dimethylsulfoxide; CH₂Cl₂ / -15 °C

With 1H-imidazole; 2,6-dimethylpyridine; silver(I) nitrite; 2-methyl-but-2-ene; pyridine-SO₃ complex; potassium tert-butylate; bromine; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; m-chlorophenyl isocyanate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/ja990789h

Reference yield:

: 136546-79-7
<4S,3(2R)>-4-benzyl-3-<4-(tert-butoxycarbonyl)-2-methylbutanoyl>-2-oxazolidinone

: 245736-68-9
(S)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-((R)-2-{3-[(2S,3R,4S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-6-(2-methyl-propenyl)-tetrahydro-pyran-2-ylmethyl]-isoxazol-5-yl}-propyl)-pentane-1,3-dione

Guidance literature:: Multi-step reaction with 12 steps

1: LiBH₄ / methanol; tetrahydrofuran / 0 °C

2: (COCl)2, DMSO, Et₃N / -78 - 0 °C

3: Ph₃P / CH₂Cl₂ / 0 °C

4: 99 percent / TFA / CH₂Cl₂

5: 83 percent / n-BuLi / tetrahydrofuran / -78 °C

6: (COCl)2 / benzene

7: n-BuLi / tetrahydrofuran / 0 °C

8: 1.) Bu₂BOTf, Et₃N / 1.) CH₂Cl₂, 0 deg C, 2.) CH₂Cl₂, -78 deg C

9: 91 percent / imidazole / CH₂Cl₂

10: 1.) 3-ClPhNCO, i-Pr₂NEt / 1.) PhMe, 2.) PhMe, 90 deg C

11: PPTS / methanol / 0 °C

12: SO₃*pyr, i-Pr₂NEt / dimethylsulfoxide; CH₂Cl₂ / -15 °C

With 1H-imidazole; lithium borohydride; n-butyllithium; oxalyl dichloride; pyridine-SO₃ complex; di-n-butylboryl trifluoromethanesulfonate; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; m-chlorophenyl isocyanate; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; benzene;
DOI:10.1021/ja990789h