(R)-4-Benzyl-3-[(R)-2-((2S,4S,5R,6S)-6-{(S)-2-[(R)-2-((1S,2R,3R,4R,5R)-1,3-dihydroxy-2,4-dimethyl-5-triisopropylsilanyloxy-hexyl)-oxiranyl]-1-methyl-ethyl}-5-methyl-2-phenyl-[1,3]dioxan-4-yl)-propionyl]-oxazolidin-2-one

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Chemical Name:(R)-4-Benzyl-3-[(R)-2-((2S,4S,5R,6S)-6-{(S)-2-[(R)-2-((1S,2R,3R,4R,5R)-1,3-dihydroxy-2,4-dimethyl-5-triisopropylsilanyloxy-hexyl)-oxiranyl]-1-methyl-ethyl}-5-methyl-2-phenyl-[1,3]dioxan-4-yl)-propionyl]-oxazolidin-2-one
CAS No.:211187-40-5
Molecular Formula:C₄₆H₇₁NO₉Si
Molecular Weight:810.157
Hs Code.:

(R)-4-Benzyl-3-[(R)-2-((2S,4S,5R,6S)-6-{(S)-2-[(R)-2-((1S,2R,3R,4R,5R)-1,3-dihydroxy-2,4-dimethyl-5-triisopropylsilanyloxy-hexyl)-oxiranyl]-1-methyl-ethyl}-5-methyl-2-phenyl-[1,3]dioxan-4-yl)-propionyl]-oxazolidin-2-one

Synonyms:(R)-4-Benzyl-3-[(R)-2-((2S,4S,5R,6S)-6-{(S)-2-[(R)-2-((1S,2R,3R,4R,5R)-1,3-dihydroxy-2,4-dimethyl-5-triisopropylsilanyloxy-hexyl)-oxiranyl]-1-methyl-ethyl}-5-methyl-2-phenyl-[1,3]dioxan-4-yl)-propionyl]-oxazolidin-2-one

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Chemical Property of (R)-4-Benzyl-3-[(R)-2-((2S,4S,5R,6S)-6-{(S)-2-[(R)-2-((1S,2R,3R,4R,5R)-1,3-dihydroxy-2,4-dimethyl-5-triisopropylsilanyloxy-hexyl)-oxiranyl]-1-methyl-ethyl}-5-methyl-2-phenyl-[1,3]dioxan-4-yl)-propionyl]-oxazolidin-2-one

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Technology Process of (R)-4-Benzyl-3-[(R)-2-((2S,4S,5R,6S)-6-{(S)-2-[(R)-2-((1S,2R,3R,4R,5R)-1,3-dihydroxy-2,4-dimethyl-5-triisopropylsilanyloxy-hexyl)-oxiranyl]-1-methyl-ethyl}-5-methyl-2-phenyl-[1,3]dioxan-4-yl)-propionyl]-oxazolidin-2-one

There total 12 articles about (R)-4-Benzyl-3-[(R)-2-((2S,4S,5R,6S)-6-{(S)-2-[(R)-2-((1S,2R,3R,4R,5R)-1,3-dihydroxy-2,4-dimethyl-5-triisopropylsilanyloxy-hexyl)-oxiranyl]-1-methyl-ethyl}-5-methyl-2-phenyl-[1,3]dioxan-4-yl)-propionyl]-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: 91.0%

: [(2R,3R)-3-(Hydroxy-diphenyl-methyl)-1,4-dioxa-spiro[4.5]dec-2-yl]-diphenyl-methanol; compound with 2-(4-bromo-phenylsulfanyl)-3-methyl-cyclohex-2-enone

: 211187-40-5
(R)-4-Benzyl-3-[(R)-2-((2S,4S,5R,6S)-6-{(S)-2-[(R)-2-((1S,2R,3R,4R,5R)-1,3-dihydroxy-2,4-dimethyl-5-triisopropylsilanyloxy-hexyl)-oxiranyl]-1-methyl-ethyl}-5-methyl-2-phenyl-[1,3]dioxan-4-yl)-propionyl]-oxazolidin-2-one

Guidance literature:: With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; at 25 ℃;
DOI:10.1021/ja963002l

Reference yield: 1.0%

: 183960-69-2
(R)-4-Benzyl-3-{(R)-2-[(2S,4S,5R,6S)-6-((1S,4S,5R,6R,7R,8R)-4,6-dihydroxy-1,5,7-trimethyl-3-methylene-8-triisopropylsilanyloxy-nonyl)-5-methyl-2-phenyl-[1,3]dioxan-4-yl]-propionyl}-oxazolidin-2-one

: 211187-40-5
(R)-4-Benzyl-3-[(R)-2-((2S,4S,5R,6S)-6-{(S)-2-[(R)-2-((1S,2R,3R,4R,5R)-1,3-dihydroxy-2,4-dimethyl-5-triisopropylsilanyloxy-hexyl)-oxiranyl]-1-methyl-ethyl}-5-methyl-2-phenyl-[1,3]dioxan-4-yl)-propionyl]-oxazolidin-2-one

Guidance literature:: With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; In decane; benzene; for 0.75h; Ambient temperature;
DOI:10.1021/ja9806128

Reference yield:

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 211187-40-5
(R)-4-Benzyl-3-[(R)-2-((2S,4S,5R,6S)-6-{(S)-2-[(R)-2-((1S,2R,3R,4R,5R)-1,3-dihydroxy-2,4-dimethyl-5-triisopropylsilanyloxy-hexyl)-oxiranyl]-1-methyl-ethyl}-5-methyl-2-phenyl-[1,3]dioxan-4-yl)-propionyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 8 steps

1: 73 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -5 °C

2: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0.67 h / Ambient temperature

3: 98 percent / 30percent aq. H₂O₂, 0.2 M aq. LiOH / tetrahydrofuran / 48 h / 0 °C

4: (COCl)2, DMF / benzene / 4 h / Ambient temperature

5: Pd₂(dba)3, i-Pr₂NEt / benzene / 0.5 h / Ambient temperature

6: 95 percent / HF*pyridine / tetrahydrofuran / 2.5 h / 0 °C

7: 86 percent / Zn(BH₄)2 / CH₂Cl₂; diethyl ether / a) -50 deg C, 15.5 h, b) 0 deg C, 1 h

8: 1 percent / t-BuOOH, VO(acac)2 / benzene; decane / 0.75 h / Ambient temperature

With 2,6-dimethylpyridine; tert.-butylhydroperoxide; lithium hydroxide; zinc(II) tetrahydroborate; oxalyl dichloride; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; bis(acetylacetonate)oxovanadium; dihydrogen peroxide; pyridine hydrogenfluoride; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; In tetrahydrofuran; diethyl ether; decane; dichloromethane; benzene;
DOI:10.1021/ja9806128