N-(2,4-bis(benzyloxy)-6-(((4R,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)methoxy)pyrimidin-5-yl)methacrylamide

Base Information

Chemical Name:N-(2,4-bis(benzyloxy)-6-(((4R,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)methoxy)pyrimidin-5-yl)methacrylamide
CAS No.:1389328-92-0
Molecular Formula:C₃₃H₃₉N₃O₈
Molecular Weight:605.688
Hs Code.:

Synonyms:N-(2,4-bis(benzyloxy)-6-(((4R,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)methoxy)pyrimidin-5-yl)methacrylamide

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Chemical Property of N-(2,4-bis(benzyloxy)-6-(((4R,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)methoxy)pyrimidin-5-yl)methacrylamide

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Technology Process of N-(2,4-bis(benzyloxy)-6-(((4R,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)methoxy)pyrimidin-5-yl)methacrylamide

There total 4 articles about N-(2,4-bis(benzyloxy)-6-(((4R,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)methoxy)pyrimidin-5-yl)methacrylamide 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: 65.0%

: 2,4-bis(benzyloxy)-6-(((4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)methoxy)pyrimidin-5-amine

: 920-46-7,26937-45-1
Methacryloyl chloride

: 1389328-92-0
N-(2,4-bis(benzyloxy)-6-(((4R,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)methoxy)pyrimidin-5-yl)methacrylamide

Guidance literature:: With triethylamine; In tetrahydrofuran; at 0 ℃; for 6h;
DOI:10.1021/jo3010364

Reference yield:

: 2,4-bis(benzyloxy)-5-nitro-6-(((4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-4-yl)methoxy)pyrimidine

: 1389328-92-0
N-(2,4-bis(benzyloxy)-6-(((4R,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)methoxy)pyrimidin-5-yl)methacrylamide

Guidance literature:: Multi-step reaction with 2 steps

1: sodium dithionite / 1,4-dioxane; methanol / 9 h / 23 - 100 °C / pH 9.5 / aq. buffer

2: triethylamine / tetrahydrofuran / 6 h / 0 °C

With sodium dithionite; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol;
DOI:10.1021/jo3010364

Reference yield:

: 3969-86-6,19139-74-3,30737-85-0,84709-27-3,84709-35-3,84709-41-1,127305-49-1,100484-23-9
((4S,4’R,5S)-2,2,2’,2’-tetramethyl-[4,4’-bi(1,3-dioxolan)]-5-yl)methanol

: 1389328-92-0
N-(2,4-bis(benzyloxy)-6-(((4R,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)methoxy)pyrimidin-5-yl)methacrylamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -40 - 23 °C

1.2: 5 h / -40 - 20 °C

2.1: sodium dithionite / 1,4-dioxane; methanol / 9 h / 23 - 100 °C / pH 9.5 / aq. buffer

3.1: triethylamine / tetrahydrofuran / 6 h / 0 °C

With sodium dithionite; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; methanol;
DOI:10.1021/jo3010364