302346-91-4

Basic information

• Product Name: Cytidine, N-benzoyl-, 2',3'-dibenzoate 5'-[2-propenyl bis(1-methylethyl)phosphoramidite]
• CAS NO: 302346-91-4
• Molecular Formula: C39H43N4O9P
• Molecular Weight: 742.766
• Mol File: 302346-91-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Cytidine, N-benzoyl-, 2',3'-dibenzoate 5'-[2-propenyl bis(1-methylethyl)phosphoramidite](CAS DataBase Reference)
• NIST Chemistry Reference: Cytidine, N-benzoyl-, 2',3'-dibenzoate 5'-[2-propenyl bis(1-methylethyl)phosphoramidite](302346-91-4)
• EPA Substance Registry System: Cytidine, N-benzoyl-, 2',3'-dibenzoate 5'-[2-propenyl bis(1-methylethyl)phosphoramidite](302346-91-4)

Safety Data

• Hazardous Substances Data: 302346-91-4(Hazardous Substances Data)

Upstream product

• 65-46-3 CYTIDINE 
• 302346-90-3 2',3'-O,N⁴-tribenzoyl-5'-O-tert-butyldiphenylsilyl cytidine 
• 58479-65-5 5'-O-(tert-butyldiphenylsilyl)cytidine 
• 108554-72-9 (allyloxy)bis(diisopropylamino)phosphine 
• 54898-05-4 N,2',3'-O-tribenzoylcytidine 

Downstream Products

• 546113-65-9 C₃₃H₃₀N₃O₁₀P 
• 546113-71-7 C₄₅H₄₂N₅O₁₂P 
• 546113-69-3 C₄₃H₄₁N₄O₁₂P 
• 546113-70-6 (S)-2-{Allyloxy-[(2R,3R,4R,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3,4-bis-benzoyloxy-tetrahydro-furan-2-ylmethoxy]-phosphorylamino}-succinic acid 1-methyl ester 
• 546113-68-2 C₄₀H₄₃N₄O₁₂P 
• 546113-67-1 C₃₇H₃₇N₄O₁₂P 
• 546113-66-0 C₃₆H₃₅N₄O₁₂P 
• 78583-03-6 (S)-2-{[(2R,3S,4R,5R)-5-(4-Amino-2-oxo-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethoxy]-hydroxy-phosphorylamino}-3-phenyl-propionic acid methyl ester 
• 669772-61-6 4-acetoxy-5-acetylamino-2-(3-{allyloxy-[5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3,4-bis-benzoyloxy-tetrahydro-furan-2-ylmethoxy]-phosphoryloxy}-propylsulfanyl)-6-(1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 669772-60-5 4-acetoxy-5-acetylamino-2-(2-{allyloxy-[5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3,4-bis-benzoyloxy-tetrahydro-furan-2-ylmethoxy]-phosphoryloxy}-ethylsulfanyl)-6-(1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 669772-64-9 4-acetoxy-5-acetylamino-2-(3-{[5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3,4-bis-benzoyloxy-tetrahydro-furan-2-ylmethoxy]-hydroxy-phosphoryloxy}-propylsulfanyl)-6-(1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 669772-62-7 4-acetoxy-5-acetylamino-2-(2-{[5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3,4-bis-benzoyloxy-tetrahydro-furan-2-ylmethoxy]-hydroxy-phosphoryloxy}-ethylsulfanyl)-6-(1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 546113-78-4 C₃₆H₃₄N₃O₁₃P 
• 302346-93-6 3-propenyl (2',3'-O,N⁴-tribenzoyl cytidine-5')-yl (methyl (5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-β-D-glycero-D-galacto-2-nonulopyranosid-2))-yl phosphorothioate 

Relevant articles and documents

Synthesis and Characterization of an Anomeric Sulfur Analogue of CMP-Sialic Acid

α-2,3-Sialyltransferase catalyzes the transfer of sialic acid from CMP-sialic acid (1) to a lactose acceptor. An analogue of 1 was synthesized in which the anomeric oxygen atom was replaced with a sulfur atom (1S). The key step in the synthesis of IS was a tetrazole-promoted coupling of a cytidine-5′-phosphoramidite with a glycosyl thiol of a protected sialic acid. Compounds 1 and 1S were characterized for their activity in a sialyl transfer assay. The rate of solvolysis in aqueous buffer of analogue 1S was 50-fold slower than that of 1. Analogue 1S was found to be substrate for α-2,3-sialyltransferase. The Km of 1S was just 3-fold higher than that of 1, while the kcat of 1S was 2 orders of magnitude lower compared to 1.