5'-thymidyl benzyl N-methyl-N-(4-chlorobutyl) phosphoramidate

Base Information

Chemical Name:5'-thymidyl benzyl N-methyl-N-(4-chlorobutyl) phosphoramidate
CAS No.:382600-67-1
Molecular Formula:C₂₂H₃₁ClN₃O₇P
Molecular Weight:515.931
Hs Code.:

Synonyms:5'-thymidyl benzyl N-methyl-N-(4-chlorobutyl) phosphoramidate

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Chemical Property of 5'-thymidyl benzyl N-methyl-N-(4-chlorobutyl) phosphoramidate

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Technology Process of 5'-thymidyl benzyl N-methyl-N-(4-chlorobutyl) phosphoramidate

There total 5 articles about 5'-thymidyl benzyl N-methyl-N-(4-chlorobutyl) phosphoramidate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 64.0%

: 100-51-6,185532-71-2
benzyl alcohol

: 50-89-5,28854-96-8,3545-96-8,50-88-4
thymidine

: N-methyl-N-(4-chloro-n-butyl)amine hydrochloride

: 382600-67-1
5'-thymidyl benzyl N-methyl-N-(4-chlorobutyl) phosphoramidate

Guidance literature:: Multistep reaction.;
DOI:10.1021/jm010337r

Reference yield:

: C₁₂H₁₈Cl₂NOP

: 50-89-5,28854-96-8,3545-96-8,50-88-4
thymidine

: 382600-67-1
5'-thymidyl benzyl N-methyl-N-(4-chlorobutyl) phosphoramidate

Guidance literature:: C₁₂H₁₈Cl₂NOP; thymidine; In pyridine; dichloromethane; at -78 ℃; for 0.25h;

With tert.-butylhydroperoxide; In pyridine; decane; dichloromethane; at -45 - 0 ℃; Further stages.;
DOI:10.1021/ol0167309

Reference yield:

: 42042-68-2
4-(N-methylamino)butan-1-ol

: 382600-67-1
5'-thymidyl benzyl N-methyl-N-(4-chlorobutyl) phosphoramidate

Guidance literature:: Multi-step reaction with 3 steps

1.1: HCl / CH₂Cl₂ / 20 °C

1.2: 96 percent / SOCl₂ / CH₂Cl₂ / 4 h / 20 °C

2.1: PCl₃; diisopropylethylamine / CH₂Cl₂ / 0.25 h / -78 °C

2.2: diisopropylethylamine / CH₂Cl₂ / 0.33 h / -60 °C

3.1: CH₂Cl₂; pyridine / 0.25 h / -78 °C

3.2: 2.94 g / tert-butyl hydroperoxide / CH₂Cl₂; pyridine; decane / -45 - 0 °C

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; phosphorus trichloride; In pyridine; dichloromethane;
DOI:10.1021/ol0167309