293751-06-1

Basic information

• Product Name: 1-(3-O-benzyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-β-D-erythro-pentofuranosyl)thymine
• Synonyms: 1-(3-O-benzyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-β-D-erythro-pentofuranosyl)thymine
• CAS NO: 293751-06-1
• Molecular Weight: 534.565
• Mol File: 293751-06-1.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1-(3-O-benzyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-β-D-erythro-pentofuranosyl)thymine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-O-benzyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-β-D-erythro-pentofuranosyl)thymine(293751-06-1)
• EPA Substance Registry System: 1-(3-O-benzyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-β-D-erythro-pentofuranosyl)thymine(293751-06-1)

Safety Data

• Hazardous Substances Data: 293751-06-1(Hazardous Substances Data)

Upstream product

• 293751-01-6 3-O-benzyl-4-C-methanesulfonoxymethyl-5-methanesulfonyl-1,2-O-isopropylidene-α-D-erythro-pentofuranose 
• 293751-03-8 1,2-di-O-acetyl-3-O-benzyl-4-C-methanesulfonyloxymethyl-5-O-methanesulfonyl-D-erythro-pentofuranose 
• 63593-03-3 1,2-O-isopropylidene-3-O-benzyl-4-hydroxymethyl-α-D-ribofuranose 
• 293751-04-9 1-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonyloxymethyl-5-O-methanesulfonyl-β-D-erythro-pentofuranosyl)thymine 
• 65-71-4 thymin 
• 378792-34-8 methyl (3-O-benzyl-5-O-methylsulfonyl-4-C-methylsulfonyloxymethyl)-D-ribofuranoside 

Downstream Products

• 293751-07-2 1-(3-O-benzyl-2,5-di-O-methanesulfonyl-4-C-(methanesulfonyloxymethyl)-β-D-erythro-pentofuranosyl)thymine 
• 552856-38-9 2,2'-anhydro-1-(3-O-benzyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-β-D-threo-pentofuranosyl)thymine 
• 1415236-69-9 1-(5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-3-O-benzyl-2-deoxy-2-azido-β-D-erythro-pentofuranosyl)-4-azido-5-methylpyrimidin-2(1H)-one 
• 552856-41-4 1-[2-azido-3-O-benzyl-2-deoxy-5-O-methanesulfonyl-4-C-(methanesulfonyloxymethyl)-β-D-erythro-pentofuranosyl]thymine 
• 1415236-70-2 (1R,3R,4R,7S)-7-benzyloxy-1-hydroxymethyl-3-(thymin-1-yl)-5-trifluoroacetyl-2-oxa-5-azabicyclo[2.2.1]heptane 
• 1262529-23-6 (1R,3R,4R,7S)-7-benzyloxy-1-(4,4'-dimethoxytrityl)oxymethyl-3-(thymin-1-yl)-5-trifluoroacetyl-2-oxa-5-azabicyclo[2.2.1]heptane 
• 1262529-26-9 (1R,3R,4R,7S)-7-benzyloxy-1-(4,4'-dimethoxytrityl)oxymethyl-3-(5-methylcytosin-1-yl)-5-trifluoroacetyl-2-oxa-5-azabicyclo[2.2.1]heptane 
• 1415236-72-4 (1R,3R,4R,7S)-7-benzyloxy-1-(4,4'-dimethoxytrityl)oxymethyl-3-(4-N-benzoyl-5-methylcytosin-1-yl)-5-trifluoroacetyl-2-oxa-5-azabicyclo[2.2.1]heptane 
• 1415236-76-8 (1R,3R,4R,7S)-7-benzyloxy-1-(4,4'-dimethoxytrityl)oxymethyl-3-(4-N-acetyl-5-methylcytosin-1-yl)-5-trifluoroacetyl-2-oxa-5-azabicyclo[2.2.1]heptane 
• 1415236-73-5 (1R,3R,4R,7S)-1-(4,4'-dimethoxytrityloxymethyl)-5-(hexadecanoyl)-7-hydroxy-3-(4-N-benzoyl-5-methylcytosine-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane 
• 1415236-77-9 (1R,3R,4R,7S)-1-(4,4'-dimethoxytrityloxymethyl)-5-(hexadecanoyl)-7-hydroxy-3-(5-methylcytosine-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane 
• 1415236-74-6 (1R,3R,4R,7S)-7-(2-cyanoethoxy(diisopropylamino)phosphinoxy)-1-(4,4'-dimethoxytrityloxymethyl)-5-(hexadecanoyl)-7-hydroxy-3-(4-N-benzoyl-5-methylcytosine-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane 
• 296253-32-2 (1S,3R,4S,7S)-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane 
• 293751-08-3 (1S,3R,4S,7S)-7-benzyloxy-1-(methanesulfonyloxymethyl)-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane 

Relevant articles and documents

Improved synthesis of 2′-amino-LNA

2′-Amino-LNA phosphoramidite (10) was synthesised by means of a new strategy, which is convergent with the synthesis of 2′-oxy-LNA up until a late stage intermediate (1).

IMPROVED SYNTHESIS OF ?2.2.1|BICYCLO NUCLEOSIDES

A synthesis of [2.2.1]bicyclo nucleosides which is shorter and provides higher overall yields proceeds via the key intermediate of the general formula III, wherein R4 and R5 are, for instance, sulfonates and R7 is, for instance, a halogen or an acetate. F

Synthesis of 2′-amino-LNA: A new strategy

In this paper we present revised and significantly improved synthetic routes to 2′-amino-LNA (locked nucleic acid). The optimal route is convergent with the synthesis of LNA monomers ("2′-oxy-LNA") via a common intermediate obtained by a mild deacetylatio