methyl 5-[2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl]-1,2,3,4-tetrahydro-2,4-dioxopyrimidine-1-propanoate 3'-(2-cyanoethyl diisopropylphosphoramidite)

Base Information

Chemical Name:methyl 5-[2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl]-1,2,3,4-tetrahydro-2,4-dioxopyrimidine-1-propanoate 3'-(2-cyanoethyl diisopropylphosphoramidite)
CAS No.:289712-91-0
Molecular Formula:C₄₃H₅₃N₄O₁₀P
Molecular Weight:816.888
Hs Code.:

methyl 5-[2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl]-1,2,3,4-tetrahydro-2,4-dioxopyrimidine-1-propanoate 3'-(2-cyanoethyl diisopropylphosphoramidite)

Synonyms:methyl 5-[2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl]-1,2,3,4-tetrahydro-2,4-dioxopyrimidine-1-propanoate 3'-(2-cyanoethyl diisopropylphosphoramidite)

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Chemical Property of methyl 5-[2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl]-1,2,3,4-tetrahydro-2,4-dioxopyrimidine-1-propanoate 3'-(2-cyanoethyl diisopropylphosphoramidite)

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Technology Process of methyl 5-[2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl]-1,2,3,4-tetrahydro-2,4-dioxopyrimidine-1-propanoate 3'-(2-cyanoethyl diisopropylphosphoramidite)

There total 4 articles about methyl 5-[2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl]-1,2,3,4-tetrahydro-2,4-dioxopyrimidine-1-propanoate 3'-(2-cyanoethyl diisopropylphosphoramidite) 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: 75.0%

: 124482-92-4,89992-70-1
2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

: 289712-90-9
methyl 5-[2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl]-1,2,3,4-tetrahydro-2,4-dioxopyrimidine-1-propanoate

: 289712-91-0
methyl 5-[2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl]-1,2,3,4-tetrahydro-2,4-dioxopyrimidine-1-propanoate 3'-(2-cyanoethyl diisopropylphosphoramidite)

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 0.333333h;
DOI:10.1002/1522-2675(20000607)83:6<1108::AID-HLCA1108>3.0.CO;2-9

Reference yield:

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 289712-91-0
methyl 5-[2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl]-1,2,3,4-tetrahydro-2,4-dioxopyrimidine-1-propanoate 3'-(2-cyanoethyl diisopropylphosphoramidite)

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / pyridine / 4 h / 20 °C

2: 75 percent / (i-Pr)2EtN / CH₂Cl₂ / 0.33 h / 20 °C

With pyridine; N-ethyl-N,N-diisopropylamine; In dichloromethane; 1: Alkylation / 2: phosphorylation;
DOI:10.1002/1522-2675(20000607)83:6<1108::AID-HLCA1108>3.0.CO;2-9

Reference yield:

: 39967-60-7
2'-Deoxypseudouridine

: 289712-91-0
methyl 5-[2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl]-1,2,3,4-tetrahydro-2,4-dioxopyrimidine-1-propanoate 3'-(2-cyanoethyl diisopropylphosphoramidite)

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / (Et₃NH)HCO₃ / ethanol / 20 h / 20 °C / pH 8.5

2: 84 percent / pyridine / 4 h / 20 °C

3: 75 percent / (i-Pr)2EtN / CH₂Cl₂ / 0.33 h / 20 °C

With pyridine; triethylamine carbonate; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane; 1: Michael addition / 2: Alkylation / 3: phosphorylation;
DOI:10.1002/1522-2675(20000607)83:6<1108::AID-HLCA1108>3.0.CO;2-9