<4R,5S>-4'-methyl-5'-phenyl-2'-oxazolidinon-3'-yl-(O-tert-butyldimethylsilyl-2,6-dimethyl-2,3,6-trideoxy-β-L-xylo-hept-4-ulo-pyranosiduron)imide

Base Information

Chemical Name:<4R,5S>-4'-methyl-5'-phenyl-2'-oxazolidinon-3'-yl-(O-tert-butyldimethylsilyl-2,6-dimethyl-2,3,6-trideoxy-β-L-xylo-hept-4-ulo-pyranosiduron)imide
CAS No.:138666-94-1
Molecular Formula:C₂₅H₃₇NO₆Si
Molecular Weight:475.657
Hs Code.:

Synonyms:<4R,5S>-4'-methyl-5'-phenyl-2'-oxazolidinon-3'-yl-(O-tert-butyldimethylsilyl-2,6-dimethyl-2,3,6-trideoxy-β-L-xylo-hept-4-ulo-pyranosiduron)imide

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Chemical Property of <4R,5S>-4'-methyl-5'-phenyl-2'-oxazolidinon-3'-yl-(O-tert-butyldimethylsilyl-2,6-dimethyl-2,3,6-trideoxy-β-L-xylo-hept-4-ulo-pyranosiduron)imide

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Technology Process of <4R,5S>-4'-methyl-5'-phenyl-2'-oxazolidinon-3'-yl-(O-tert-butyldimethylsilyl-2,6-dimethyl-2,3,6-trideoxy-β-L-xylo-hept-4-ulo-pyranosiduron)imide

There total 7 articles about <4R,5S>-4'-methyl-5'-phenyl-2'-oxazolidinon-3'-yl-(O-tert-butyldimethylsilyl-2,6-dimethyl-2,3,6-trideoxy-β-L-xylo-hept-4-ulo-pyranosiduron)imide 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: 97.0%

: 15681-48-8
lithium dimethylcuprate

: 138666-93-0
<4R,5S>-4'-methyl-5'-phenyl-2'-oxazolidinon-3'-yl-(O-tert-butyldimethylsilyl-6-methyl-2,3,6-trideoxy-β-L-threo-hept-2-en-4-ulo-pyranosiduron)imide

: 138666-94-1
<4R,5S>-4'-methyl-5'-phenyl-2'-oxazolidinon-3'-yl-(O-tert-butyldimethylsilyl-2,6-dimethyl-2,3,6-trideoxy-β-L-xylo-hept-4-ulo-pyranosiduron)imide

Guidance literature:: With chloro-trimethyl-silane; In tetrahydrofuran; at -78 ℃;
DOI:10.1021/jo00030a007

Reference yield:

: 95481-54-2
<4R-<4α(2R^*,3R^*),5α>>-3-<3-(2-furanyl)-3-hydroxy-2-methyl-1-oxopropyl>-4-methyl-5-phenyl-2-oxazolidinone

: 138666-94-1
<4R,5S>-4'-methyl-5'-phenyl-2'-oxazolidinon-3'-yl-(O-tert-butyldimethylsilyl-2,6-dimethyl-2,3,6-trideoxy-β-L-xylo-hept-4-ulo-pyranosiduron)imide

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / Br₂, H₂O / acetonitrile / 1 h / -20 °C

2: 51 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / -20 °C

3: 1.) copper iodide, 2.) chlorotrimethylsilane / 1.) Et₂O, THF, 0 deg C, 20 min, 2.) Et₂O, THF, -78 deg C, 30 min

With 2,6-dimethylpyridine; copper(l) iodide; chloro-trimethyl-silane; water; bromine; In dichloromethane; acetonitrile;
DOI:10.1016/0040-4020(95)01107-2

Reference yield:

: (4R,5S)-3-[(R)-2-((R)-6-Hydroxy-3-oxo-3,6-dihydro-2H-pyran-2-yl)-propionyl]-4-methyl-5-phenyl-oxazolidin-2-one

: 138666-94-1
<4R,5S>-4'-methyl-5'-phenyl-2'-oxazolidinon-3'-yl-(O-tert-butyldimethylsilyl-2,6-dimethyl-2,3,6-trideoxy-β-L-xylo-hept-4-ulo-pyranosiduron)imide

Guidance literature:: Multi-step reaction with 2 steps

1: 51 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / -20 °C

2: 1.) copper iodide, 2.) chlorotrimethylsilane / 1.) Et₂O, THF, 0 deg C, 20 min, 2.) Et₂O, THF, -78 deg C, 30 min

With 2,6-dimethylpyridine; copper(l) iodide; chloro-trimethyl-silane; In dichloromethane;
DOI:10.1016/0040-4020(95)01107-2