154674-71-2

Upstream product

• 69940-04-1 (R)-1-[(3aR,5R,6R,6aR)-6-(4-methoxybenzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol 
• 69940-02-9 3-O-(4-Methoxybenzyl)-1,2:5,6-di-O-isopropylidene-α-D-allofuranose 
• 154674-77-8 2-Methylpropyl (R)-2-(benzyloxymethoxy)propanoate 
• 3587-60-8 Benzyloxymethyl chloride 
• 2595-05-3 Diacetone D-glucose 
• 154799-94-7 3-O-(4-Methoxybenzyl)-1,2-O-isopropylidene-4-formylerythrofuranose 
• 824-94-2 p-methoxybenzyl chloride 
• 96823-34-6 Dimethyl [(3R)-3-benzyloxymethoxy-2-oxobutyl]phosphonate 
• 154674-70-1 3-O-(4-Methoxybenzyl)-4-[(R,E)-4-benzyloxymethoxy-3-oxopent-1-enyl]-1,2-O-isopropylidene-α-D-erythrofuranose 

Downstream Products

• 154799-95-8 1,2,3-Tri-O-acetyl-4-[(S)-Benzyloxycarbonylamino(methoxycarbonyl)methyl]-D-erythrofuranose 
• 127559-13-1 (S)-Benzyloxycarbonylamino-[(2R,3S,4R,5R)-3,4-dihydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-acetic acid 
• 127257-34-5 methyl 1,5-dideoxy-1-(3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)-5-[[(phenylmethoxy)carbonyl]amino]-β-D-allohexofuranuronate 2,3-diacetate 
• 154674-75-6 1,2,3-Tri-O-acetyl-4-[(1R,4R,2E)-4-acetoxy-1-benzyloxycarbonylaminopent-2-enyl]-D-erythrofuranose 
• 154674-73-4 3-O-(4-Methoxybenzyl)-4-[(1R,4R,2E)-4-benzyloxymethoxy-1-(2,2,2-trifluoroacetylamino)pent-2-enyl]-1,2-O-isopropylidene-α-D-erythrofuranose 
• 154674-74-5 3-O-(4-Methoxybenzyl)-4-[(1R,4R,2E)-4-benzyloxycarbonylamino-4-benzyloxymethoxypent-2-enyl]-1,2-O-isopropylidene-α-D-erythrofuranose 
• 261171-77-1 (E)-(1R,4R)-4-Benzyloxymethoxy-1-[(3aR,5R,6R,6aR)-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-pent-2-enylamine 
• 261171-78-2 4-[(1R,4R,2E)-4-Benzyloxycarbonylamino-4-benzyloxymethoxypent-2-enyl]-1,2-O-isopropylidene-α-D-erythrofuranose 
• 261171-79-3 3-O-Acetyl-4-[(1R,4R,2E)-4-benzyloxycarbonylamino-4-benzyloxymethoxypent-2-enyl]-1,2-O-isopropylidene-α-D-erythrofuranose 
• 154674-72-3 3-O-(4-Methoxybenzyl)-4-[(3S,4R,1E)-4-benzyloxymethoxy-3-(2,2,2-trifluoroacetimidoyloxy)pent-1-enyl]-1,2-O-isopropylidene-α-D-erythrofuranose 

Relevant academic research and scientific papers

Stereoselective synthesis of thymine polyoxin C using an allylic trifluoroacetimidate-trifluoroacetamide rearrangement

A stereoselective synthesis of thymine polyoxin C 3 is described in which the key step is the [3,3] sigmatropic rearrangement of the trifluoroacetimidate 12 to the trifluoroacetamide 13. Exchange of the protecting groups followed by ozonolysis and further oxidation then gave the methyl ester 20 which was converted into thymine polyoxin C 3 by introduction of the pyrimidine followed by final deprotection. The Royal Society of Chemistry 1999.

Asymmetric α-Aminoacid Synthesis using Rearrangement of Allylic Trifluoroacetimidates: Synthesis of Thymine Polyoxin C

Improved procedures are reported for the synthesis of chiral trifluoroacetimidates and are applied to complete a total synthesis of thymine polyoxin C.