(R)-4-Benzyl-3-[(2R,3S,9S)-9-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2-(4-methoxy-benzyloxy)-decanoyl]-oxazolidin-2-one

Base Information

Chemical Name:(R)-4-Benzyl-3-[(2R,3S,9S)-9-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2-(4-methoxy-benzyloxy)-decanoyl]-oxazolidin-2-one
CAS No.:912365-56-1
Molecular Formula:C₄₄H₅₅NO₇Si
Molecular Weight:738.009
Hs Code.:

Synonyms:(R)-4-Benzyl-3-[(2R,3S,9S)-9-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2-(4-methoxy-benzyloxy)-decanoyl]-oxazolidin-2-one

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Chemical Property of (R)-4-Benzyl-3-[(2R,3S,9S)-9-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2-(4-methoxy-benzyloxy)-decanoyl]-oxazolidin-2-one

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Technology Process of (R)-4-Benzyl-3-[(2R,3S,9S)-9-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2-(4-methoxy-benzyloxy)-decanoyl]-oxazolidin-2-one

There total 10 articles about (R)-4-Benzyl-3-[(2R,3S,9S)-9-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2-(4-methoxy-benzyloxy)-decanoyl]-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: 65.0%

: 1027582-83-7
7-(tert-butyl-diphenyl-silanyloxy)-octanal

: 118949-49-8,139462-27-4
4-benzyl-3-[2-(4-methoxy-benzyloxy)-acetyl]-oxazolidin-2-one

: 912365-56-1
(R)-4-Benzyl-3-[(2R,3S,9S)-9-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2-(4-methoxy-benzyloxy)-decanoyl]-oxazolidin-2-one

Guidance literature:: With di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 78 ℃; for 4h;
DOI:10.1016/j.tetlet.2006.07.044

Reference yield:

: 912365-49-2
oct-7-en-4-ynyloxymethyl-benzene

: 912365-56-1
(R)-4-Benzyl-3-[(2R,3S,9S)-9-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2-(4-methoxy-benzyloxy)-decanoyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: 80 percent / m-CPBA / CH₂Cl₂ / 10 h / 20 °C

2: 43 percent / R,R-Jacobsen's catalyst / H₂O / 12 h / 20 °C

3: 96 percent / LAH / tetrahydrofuran / 5 h / 0 - 20 °C

4: 97 percent / imidazole / CH₂Cl₂ / 3 h / 0 - 20 °C

5: 92 percent / H₂ / Pd/C / methanol / 12 h

6: 95 percent / IBX / dimethylsulfoxide / 5 h / 0 - 20 °C

7: 65 percent / Bu₂BOTf; DIPEA / CH₂Cl₂ / 4 h / 0 - 78 °C

With 1H-imidazole; lithium aluminium tetrahydride; di-n-butylboryl trifluoromethanesulfonate; hydrogen; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; palladium on activated charcoal; R,R-Jacobsen's catalyst; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1016/j.tetlet.2006.07.044

Reference yield:

: 912365-53-8
(S)-8-Benzyloxy-oct-4-yn-2-ol

: 912365-56-1
(R)-4-Benzyl-3-[(2R,3S,9S)-9-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2-(4-methoxy-benzyloxy)-decanoyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / imidazole / CH₂Cl₂ / 3 h / 0 - 20 °C

2: 92 percent / H₂ / Pd/C / methanol / 12 h

3: 95 percent / IBX / dimethylsulfoxide / 5 h / 0 - 20 °C

4: 65 percent / Bu₂BOTf; DIPEA / CH₂Cl₂ / 4 h / 0 - 78 °C

With 1H-imidazole; di-n-butylboryl trifluoromethanesulfonate; hydrogen; N-ethyl-N,N-diisopropylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; palladium on activated charcoal; In methanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/j.tetlet.2006.07.044