552856-39-0

Basic information

• Product Name: 1-(3-O-benzyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-β-D-threo-pentofuranosyl)thymine
• Synonyms: 1-(3-O-benzyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-β-D-threo-pentofuranosyl)thymine
• CAS NO: 552856-39-0
• Molecular Weight: 534.565
• Mol File: 552856-39-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1-(3-O-benzyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-β-D-threo-pentofuranosyl)thymine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-O-benzyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-β-D-threo-pentofuranosyl)thymine(552856-39-0)
• EPA Substance Registry System: 1-(3-O-benzyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-β-D-threo-pentofuranosyl)thymine(552856-39-0)

Safety Data

• Hazardous Substances Data: 552856-39-0(Hazardous Substances Data)

Upstream product

• 293751-03-8 1,2-di-O-acetyl-3-O-benzyl-4-C-methanesulfonyloxymethyl-5-O-methanesulfonyl-D-erythro-pentofuranose 
• 552856-37-8 1-(3-O-benzyl-4-C-hydroxymethyl-β-D-erythro-pentofuranosyl)thymine 
• 552856-35-6 Acetic acid (3S,4R)-4,5-diacetoxy-2-acetoxymethyl-3-benzyloxy-tetrahydro-furan-2-ylmethyl ester 
• 293751-04-9 1-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonyloxymethyl-5-O-methanesulfonyl-β-D-erythro-pentofuranosyl)thymine 
• 293751-07-2 1-(3-O-benzyl-2,5-di-O-methanesulfonyl-4-C-(methanesulfonyloxymethyl)-β-D-erythro-pentofuranosyl)thymine 
• 293751-06-1 1-(3-O-benzyl-5-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 
• 65-71-4 thymin 
• 552856-36-7 1-(2,5-di-O-acetyl-4-C-acetyloxymethyl-3-O-benzyl-β-D-erythro-pentofuranosyl)thymine 
• 63593-03-3 1,2-O-isopropylidene-3-O-benzyl-4-hydroxymethyl-α-D-ribofuranose 

Downstream Products

• 552856-40-3 1-(3-O-benzyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-2-O-trifluoromethanesulfonyl-β-D-threo-pentofuranosyl)-thymine 
• 552856-44-7 (1R,3R,4R,7S)-7-benzyloxy-1-hydroxymethyl-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane 
• 552856-43-6 (1R,3R,4R,7S)-1-benzoyloxymethyl-7-benzyloxy-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane 
• 1054637-17-0 (1R,3R,4R,7S)-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-5-N-methyl-3-(4-amino-5-methyl-cytosine-1-yl)-2-oxa-5-azabicyclo[2:2:1]heptane 
• 1053315-55-1 Acetic acid (1R,3R,4R,7S)-1-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-methyl-3-(5-methyl-2-oxo-4-[1,2,4]triazol-1-yl-2H-pyrimidin-1-yl)-2-oxa-5-aza-bicyclo[2.2.1]hept-7-yl ester 
• 552856-49-2 (1R,3R,4R,7S)-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-5-methyl-3-(4-benzoyl-5-methylcytosin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane 
• 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 

Relevant articles and documents

Large scale synthesis of 2′-Amino-LNA thymine and 5-methylcytosine nucleosides

Thymine intermediate 17 has been synthesized on a multigram scale (50 g, 70 mmol) from starting sugar 1 in 15 steps in an overall yield of 73%, with only 5 purification steps. The key thymine intermediate 18 was obtained from 17 in a single step in 96% yi

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

SYNTHESIS OF LOCKED NUCLEIC ACID DERIVATIVES

The invention relates to a novel strategy for the synthesis of Locked Nucleic Acid derivatives, such as α-L-oxy-LNA, amino-LNA, α-L-amino-LNA, thio-LNA, α-L-thio-LNA, seleno-LNA and methylene LNA, which provides scalable high yielding reactions utilising