Thymidine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-, 3'-(hydrogen phosphonothioate), compd. with N,N-diethylethanamine (1:1)

Base Information

Chemical Name:Thymidine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-, 3'-(hydrogen phosphonothioate), compd. with N,N-diethylethanamine (1:1)
CAS No.:225108-20-3
Molecular Formula:C₆H₁₅N*C₃₁H₃₃N₂O₈PS
Molecular Weight:725.843
Hs Code.:
Mol file:225108-20-3.mol

Synonyms:

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Chemical Property of Thymidine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-, 3'-(hydrogen phosphonothioate), compd. with N,N-diethylethanamine (1:1)

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Technology Process of Thymidine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-, 3'-(hydrogen phosphonothioate), compd. with N,N-diethylethanamine (1:1)

There total 5 articles about Thymidine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-, 3'-(hydrogen phosphonothioate), compd. with N,N-diethylethanamine (1:1) 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: 84.0%

: 4712-55-4
diphenyl hydrogen phosphite

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 121-44-8
triethylamine

: 126999-87-9,126999-89-1,225108-20-3
O-[5'-O-(4,4'-dimethoxytrityl)thymidine-3'-yl] H-thiophosphonate triethylamine salt

Guidance literature:: diphenyl hydrogen phosphite; 5'-O-(4-4'-dimethoxytrityl)thymidine; With pyridine; at 20 ℃; for 0.333333h;

triethylamine; With hydrogen sulfide; In 1,4-dioxane; at 20 ℃; for 0.333333h;
DOI:10.1055/s-2003-41039

Reference yield: 72.0%

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 121-44-8
triethylamine

: O-phenyl H-phosphonothioate (p-chlorobenzyl)thiouronium salt

: 126999-87-9,126999-89-1,225108-20-3
O-[5'-O-(4,4'-dimethoxytrityl)thymidine-3'-yl] H-thiophosphonate triethylamine salt

Guidance literature:: With pyridine; tert-butylchlorodiphenylsilane; In toluene;
DOI:10.1002/ejoc.200400550

Reference yield:

: 3868-27-7
triethylammonium 5'-O-dimethoxytritylthymidine 3'-H-phosphonate

: 126999-87-9,126999-89-1,225108-20-3
O-[5'-O-(4,4'-dimethoxytrityl)thymidine-3'-yl] H-thiophosphonate triethylamine salt

Guidance literature:: Multi-step reaction with 2 steps

1: diphenyl chlorophosphate; pyridine / CH₂Cl₂ / 0.08 h

2: 0.21 g / 1,1,1,3,3,3-hexamethyldisilathiane / CH₂Cl₂ / 0.08 h

With pyridine; hexamethyldisilathiane; chlorophosphoric acid diphenyl ester; In dichloromethane; 1: Substitution / 2: Substitution;
DOI:10.1021/jo000729q