(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

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Chemical Name:(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
CAS No.:245736-67-8
Molecular Formula:C₃₈H₅₈N₂O₇Si
Molecular Weight:682.973
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 17 articles about (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 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:

: 245736-66-7
(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-trimethylsilanyloxy-pentanoyl]-oxazolidin-2-one

: 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

Guidance literature:: With pyridinium p-toluenesulfonate; In methanol; at 0 ℃;
DOI:10.1021/ja990789h

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 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

Guidance literature:: Multi-step reaction with 6 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

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

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 11 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

With 1H-imidazole; lithium borohydride; n-butyllithium; oxalyl dichloride; 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; benzene;
DOI:10.1021/ja990789h