85393-37-9

Basic information

• Product Name: 3-Thymidylic acid, 5-O-(bis(4-methoxyphenyl)phenylmethyl)-, mono(2-chlorophenyl) ester, compd. with N,N-diethylethanamine (1:1)
• CAS NO: 85393-37-9
• Molecular Weight: 836.319
• Mol File: 85393-37-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3-Thymidylic acid, 5-O-(bis(4-methoxyphenyl)phenylmethyl)-, mono(2-chlorophenyl) ester, compd. with N,N-diethylethanamine (1:1)(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Thymidylic acid, 5-O-(bis(4-methoxyphenyl)phenylmethyl)-, mono(2-chlorophenyl) ester, compd. with N,N-diethylethanamine (1:1)(85393-37-9)
• EPA Substance Registry System: 3-Thymidylic acid, 5-O-(bis(4-methoxyphenyl)phenylmethyl)-, mono(2-chlorophenyl) ester, compd. with N,N-diethylethanamine (1:1)(85393-37-9)

Safety Data

• Hazardous Substances Data: 85393-37-9(Hazardous Substances Data)

Upstream product

• 15715-58-9 triethylamine carbonate 
• 72351-28-1 2-chlorophenyl phosphordi(1H-1-[1,2,4]triazolide) 
• 40615-39-2 5'-O-(4-4'-dimethoxytrityl)thymidine 
• 15074-54-1 2-chlorophenyl dichlorophosphate 
• 121-44-8 triethylamine 
• 103309-63-3 Phosphorochloridic acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester 

Downstream Products

• 259185-50-7 Phosphoric acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester hexadecyl ester 
• 151322-50-8 C₆₀H₆₁ClN₉O₁₅P 
• 138406-52-7 C₅₂H₅₃Cl₄N₅O₁₇P₂ 
• 75251-83-1 5'-O-dimethoxytritylthymidylyl-(3',5')-(o-chlorophenyl)-thymidylyl-3'-β-cyanoethyl(o-chlorophenyl)phosphate 
• 127383-29-3 Phosphoric acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester 2,5-dimethoxy-2,5-dihydro-furan-2-ylmethyl ester 
• 138660-89-6 C₃₆H₄₁ClN₆O₁₈P₂ 
• 138406-58-3 C₃₁H₃₅Cl₄N₅O₁₅P₂ 
• 138406-59-4 C₂₈H₃₂Cl₄N₄O₁₅P₂ 
• 138406-53-8 C₂₈H₃₀Cl₄N₄O₁₄P₂ 
• 138406-54-9 C₂₆H₂₉ClN₄O₁₄P₂ 

Relevant articles and documents

Improved synthesis of trinucleotide phosphoramidites and generation of randomized oligonucleotide libraries

A new method to produce a set of 20 high quality trinucleotide phosphoramidites on a 5-10 g scale each was developed. The procedure starts with condensation reactions of P-components with N-acyl nucleosides, bearing the 3′-hydroxyl function protected with 2-azidomethylbenzoyl, to give fully protected dinucleoside phosphates 13. Upon cleavage of dimethoxytrityl group from 13, dinucleoside phosphates 16 are initially transformed into trinucleoside diphosphates 19 and then the 2-azidomethylbenzoyl is selectively removed under neutral conditions to generate trinucleoside diphosphates 5 in excellent yield. Subsequent 3′-phosphitylation affords target trinucleotide phosphoramidites 7. When mutagenic oligonucleotides are synthesized employing mixtures of building blocks 7 as well as following the new synthetic protocol, representative oligonucleotide libraries are generated in good yields. Copyright Taylor & Francis Group, LLC.

Straightforward synthesis of lipophilic thymidine glucopyranosyl monophosphates as models for a drug delivery system across cellular membranes

O-methyl (3'-6) and (5'-6) thymidinyl gluco- and mannopyranosides and (3'-6) thymidinyl glucofuranose can be synthesised in excellent yields by applying the phosphotriester method. The lipophilic phosphotriesters thus obtained are designed as carriers of nucleoside drugs across cellular membranes.