(R)-4-Benzyl-3-[(2R,3S,5S,6R)-5,7-bis-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2,6-dimethyl-heptanoyl]-oxazolidin-2-one

Base Information

Chemical Name:(R)-4-Benzyl-3-[(2R,3S,5S,6R)-5,7-bis-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2,6-dimethyl-heptanoyl]-oxazolidin-2-one
CAS No.:740836-06-0
Molecular Formula:C₃₁H₅₅NO₆Si₂
Molecular Weight:593.952
Hs Code.:

Synonyms:(R)-4-Benzyl-3-[(2R,3S,5S,6R)-5,7-bis-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2,6-dimethyl-heptanoyl]-oxazolidin-2-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (R)-4-Benzyl-3-[(2R,3S,5S,6R)-5,7-bis-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2,6-dimethyl-heptanoyl]-oxazolidin-2-one

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (R)-4-Benzyl-3-[(2R,3S,5S,6R)-5,7-bis-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2,6-dimethyl-heptanoyl]-oxazolidin-2-one

There total 9 articles about (R)-4-Benzyl-3-[(2R,3S,5S,6R)-5,7-bis-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2,6-dimethyl-heptanoyl]-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: 100.0%

: 101711-78-8,131685-53-5
(3R)-3-propionyl-4-benzyloxazolidin-2-one

: 182616-63-3
(3S,4R)-3,5-bis-{[(tert-butyl)dimethylsilyl]oxy}-4-methylpentanal

: 740836-06-0
(R)-4-Benzyl-3-[(2R,3S,5S,6R)-5,7-bis-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2,6-dimethyl-heptanoyl]-oxazolidin-2-one

Guidance literature:: (3R)-3-propionyl-4-benzyloxazolidin-2-one; With di-n-butylboryl trifluoromethanesulfonate; triethylamine; In dichloromethane; at 0 ℃; for 0.666667h;

(3S,4R)-3,5-bis-{[(tert-butyl)dimethylsilyl]oxy}-4-methylpentanal; In dichloromethane; at -78 - 0 ℃; for 2.33333h;
DOI:10.1016/j.tet.2006.06.046

Reference yield:

: 73814-98-9,73814-99-0,105560-79-0,143005-16-7
(2R,3S)-5-Benzyloxy-2-methyl-pentane-1,3-diol

: 740836-06-0
(R)-4-Benzyl-3-[(2R,3S,5S,6R)-5,7-bis-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2,6-dimethyl-heptanoyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 8.15 g / imidazole / dimethylformamide / 11 h / 50 °C

2.1: 92 percent / H₂; NaHCO₃ / Pd/C / ethyl acetate / 11 h / 20 °C

3.1: 89 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 0 °C

4.1: dibutylboron triflate; Et₃N / CH₂Cl₂ / 0.67 h / 0 °C

4.2: 100 percent / CH₂Cl₂ / 2.33 h / -78 - 0 °C

With 1H-imidazole; oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; hydrogen; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2006.06.046

Reference yield:

: 740836-05-9
[(3S,4R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentyloxymethyl]-benzene

: 740836-06-0
(R)-4-Benzyl-3-[(2R,3S,5S,6R)-5,7-bis-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2,6-dimethyl-heptanoyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 92 percent / H₂; NaHCO₃ / Pd/C / ethyl acetate / 11 h / 20 °C

2.1: 89 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 0 °C

3.1: dibutylboron triflate; Et₃N / CH₂Cl₂ / 0.67 h / 0 °C

3.2: 100 percent / CH₂Cl₂ / 2.33 h / -78 - 0 °C

With oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; hydrogen; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate;
DOI:10.1016/j.tet.2006.06.046