197721-28-1

Basic information

• Product Name: (4S)-3-(2-allyloxyethanoyl)-4-benzyloxazolidin-2-one
• Synonyms: (4S)-3-(2-allyloxyethanoyl)-4-benzyloxazolidin-2-one
• CAS NO: 197721-28-1
• Molecular Weight: 275.304
• Mol File: 197721-28-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (4S)-3-(2-allyloxyethanoyl)-4-benzyloxazolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (4S)-3-(2-allyloxyethanoyl)-4-benzyloxazolidin-2-one(197721-28-1)
• EPA Substance Registry System: (4S)-3-(2-allyloxyethanoyl)-4-benzyloxazolidin-2-one(197721-28-1)

Safety Data

• Hazardous Substances Data: 197721-28-1(Hazardous Substances Data)

Upstream product

• 90719-32-7 (S)-4-Benzyl-2-oxazolidinone 
• 318488-46-9 α-allyloxyacetyl pivaloyl anhydride 
• 22577-14-6 2-(allyloxy)acetic acid 

Downstream Products

• 197721-34-9 (S)-3-[(2S,3R)-2-Allyloxy-6-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-hexanoyl]-4-benzyl-oxazolidin-2-one 
• 197721-31-6 (S)-3-((2S,3R)-2-Allyloxy-3-hydroxy-pent-4-enoyl)-4-benzyl-oxazolidin-2-one 
• 289619-06-3 (4S)-3-[(2R)-2-allyloxypent-4-enoyl]-4-benzyloxazolidin-2-one 
• 318488-47-0 [3(2S,4R),4S]-3-(2-allyloxy-3-hydroxyhex-4-enoyl)-4-benzyloxazolidin-2-one 
• 197721-36-1 Acetic acid (R)-1-((R)-2-acetoxy-1-allyloxy-ethyl)-4-(tert-butyl-diphenyl-silanyloxy)-butyl ester 
• 197721-38-3 C₂₂H₂₂O₅ 
• 318488-51-6 (2R,3R)-2-allyloxyhept-4-en-1,3-diol dibenzoate 
• 318488-48-1 (S)-4-Benzyl-3-((2S,3R)-3-hydroxy-3,6-dihydro-2H-pyran-2-carbonyl)-oxazolidin-2-one 
• 445027-86-1 (4S)-3-[(R)-3,6-dihydro-2H-pyran-2-ylmethanoyl]-4-benzyloxazolidin-2-one 

Relevant articles and documents

Wittig Rearrangements of Boron-Based Oxazolidinone Enolates

[2,3]-Sigmatropic rearrangements (Wittig rearrangements) of α-alkoxy oxazolidinone enolates are described. Whereas alkali metal enolates fail, owing to facile deacylation, boron enolates generated from di-n-butylboron triflate and triethylamine rearranged in good yields and high selectivities with exceptions noted. IR and NMR spectroscopies show the boron is chelated by the α-alkoxy group rather than the more distal oxazolidinone carbonyl in the complex and enolate. The rearrangement product contains a boron alkoxide that remains unchelated by either carbonyl. Optimization was guided by density functional theory computations, suggesting that valine-derived oxazolidinones would be superior to the phenylalanine-derived analogues.

An efficient, general asymmetric synthesis of carbocyclic nucleosides: Application of an asymmetric aldol/ring-closing metathesis strategy

A general and efficient synthesis of carbocyclic and hexenopyranosyl nucleosides has been developed. The strategy combines three key transformations: an asymmetric aldol addition to establish the relative and absolute configuration of the pseudosugar, a ring-closing metathesis to construct the pseudosugar ring, and a Trost-type palladium(0)-mediated substitution to assemble the pseudosugar and the aromatic base. Carbovir, abacavir, and their 2'-methyl derivatives as well as hexenopyranosyl nucleoside analogues have been prepared by this sequence.