(R)-4-benzyl-3-((S,E)-6-(tert-butyldiphenylsilyloxy)-2-methylhex-4-enoyl)oxazolidin-2-one

Base Information

Chemical Name:(R)-4-benzyl-3-((S,E)-6-(tert-butyldiphenylsilyloxy)-2-methylhex-4-enoyl)oxazolidin-2-one
CAS No.:808771-17-7
Molecular Formula:C₃₃H₃₉NO₄Si
Molecular Weight:541.762
Hs Code.:

Synonyms:(R)-4-benzyl-3-((S,E)-6-(tert-butyldiphenylsilyloxy)-2-methylhex-4-enoyl)oxazolidin-2-one

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Chemical Property of (R)-4-benzyl-3-((S,E)-6-(tert-butyldiphenylsilyloxy)-2-methylhex-4-enoyl)oxazolidin-2-one

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Technology Process of (R)-4-benzyl-3-((S,E)-6-(tert-butyldiphenylsilyloxy)-2-methylhex-4-enoyl)oxazolidin-2-one

There total 1 articles about (R)-4-benzyl-3-((S,E)-6-(tert-butyldiphenylsilyloxy)-2-methylhex-4-enoyl)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: 85.0%

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

: (E)-1-tert-butyldiphenylsiloxy-4-iodo-2-butene

: 808771-17-7
(R)-4-benzyl-3-((S,E)-6-(tert-butyldiphenylsilyloxy)-2-methylhex-4-enoyl)oxazolidin-2-one

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1016/j.tetlet.2004.09.162

Reference yield: 81.0%

: 808771-17-7
(R)-4-benzyl-3-((S,E)-6-(tert-butyldiphenylsilyloxy)-2-methylhex-4-enoyl)oxazolidin-2-one

: 808771-37-1
(S,E)-6-(tert-butyldiphenylsilyloxy)-2-methylhex-4-en-1-ol

Guidance literature:: (R)-4-benzyl-3-((S,E)-6-(tert-butyldiphenylsilyloxy)-2-methylhex-4-enoyl)oxazolidin-2-one; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

With rochelle salt; In tetrahydrofuran; water; at 0 ℃; Inert atmosphere;
DOI:10.1021/ol201547q

Reference yield:

: 808771-17-7
(R)-4-benzyl-3-((S,E)-6-(tert-butyldiphenylsilyloxy)-2-methylhex-4-enoyl)oxazolidin-2-one

: 11076-19-0
bongkrekic acid

Guidance literature:: Multi-step reaction with 12 steps

1.1: 92 percent / Et₃N / PdCl₂(PPh₃)2 / methanol

2.1: MsCl; iPr₂EtN; 4-DMAP / CH₂Cl₂

2.2: 81 percent / dimethylformamide

3.1: 86 percent / BuLi; HMPA / tetrahydrofuran

4.1: DIBAH / tetrahydrofuran

4.2: 70 percent / NaBH₄ / tetrahydrofuran; H₂O

5.1: Dess-Martin reagent / benzene; CH₂Cl₂

6.1: 80 percent / benzene

7.1: 82 percent / HCl / H₂O; tetrahydrofuran

8.1: MnO₂ / benzene; CH₂Cl₂

8.2: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H₂O

8.3: 40 percent / Et₃N / tetrahydrofuran

9.1: Dess-Martin reagent / benzene; CH₂Cl₂

9.2: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H₂O

10.1: HCl / H₂O; methanol / 20 °C

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; manganese(IV) oxide; n-butyllithium; diisobutylaluminium hydride; Dess-Martin periodane; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; dichloromethane; water; benzene; 2.1: Suzuki coupling;
DOI:10.1016/j.tetlet.2004.09.162