(1R,3R,4R,7R)-7-hydroxy-1-(hydroxymethyl)-3-(thymin-1-yl)-5-(trifluoroacetyl)-2-oxa-5-azabicyclo[2.2.1]heptane

Base Information

Chemical Name:(1R,3R,4R,7R)-7-hydroxy-1-(hydroxymethyl)-3-(thymin-1-yl)-5-(trifluoroacetyl)-2-oxa-5-azabicyclo[2.2.1]heptane
CAS No.:601512-89-4
Molecular Formula:C₁₃H₁₄F₃N₃O₆
Molecular Weight:365.266
Hs Code.:

Synonyms:(1R,3R,4R,7R)-7-hydroxy-1-(hydroxymethyl)-3-(thymin-1-yl)-5-(trifluoroacetyl)-2-oxa-5-azabicyclo[2.2.1]heptane

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Chemical Property of (1R,3R,4R,7R)-7-hydroxy-1-(hydroxymethyl)-3-(thymin-1-yl)-5-(trifluoroacetyl)-2-oxa-5-azabicyclo[2.2.1]heptane

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Technology Process of (1R,3R,4R,7R)-7-hydroxy-1-(hydroxymethyl)-3-(thymin-1-yl)-5-(trifluoroacetyl)-2-oxa-5-azabicyclo[2.2.1]heptane

There total 1 articles about (1R,3R,4R,7R)-7-hydroxy-1-(hydroxymethyl)-3-(thymin-1-yl)-5-(trifluoroacetyl)-2-oxa-5-azabicyclo[2.2.1]heptane 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:

: 861230-87-7
(1R,3R,4R,7R)-7-benzyloxy-3-[3-(benzyloxymethyl)thymin-1-yl]-1-(hydroxymethyl)-5-(trifluoroacetyl)-2-oxa-5-azabicyclo[2.2.1]heptane

: 1-[(1R,3R,4R,7R)-7-Benzyloxy-1-hydroxymethyl-5-(2,2,2-trifluoro-acetyl)-2-oxa-5-aza-bicyclo[2.2.1]hept-3-yl]-3-hydroxymethyl-5-methyl-1H-pyrimidine-2,4-dione

: 601512-89-4
(1R,3R,4R,7R)-7-hydroxy-1-(hydroxymethyl)-3-(thymin-1-yl)-5-(trifluoroacetyl)-2-oxa-5-azabicyclo[2.2.1]heptane

Guidance literature:: With boron trichloride; In dichloromethane; at -78 - 20 ℃; for 2h; Title compound not separated from byproducts;
DOI:10.1002/ejoc.200500023

Reference yield: 94.0%

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

: 601512-89-4
(1R,3R,4R,7R)-7-hydroxy-1-(hydroxymethyl)-3-(thymin-1-yl)-5-(trifluoroacetyl)-2-oxa-5-azabicyclo[2.2.1]heptane

: 601512-90-7
(1R,3R,4R,7R)-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-3-(thymin-1-yl)-5-(trifluoroacetyl)-2-oxa-5-azabicyclo[2.2.1]heptane

Guidance literature:: With pyridine; at 20 ℃;
DOI:10.1016/S0960-894X(03)00441-4

Reference yield:

: 601512-89-4
(1R,3R,4R,7R)-7-hydroxy-1-(hydroxymethyl)-3-(thymin-1-yl)-5-(trifluoroacetyl)-2-oxa-5-azabicyclo[2.2.1]heptane

: 1-(2-amino-3-O-((2-cyanoethoxy)(N,N-diisopropylamino)phosphino)-2-deoxy-5-O-(4,4'-dimethoxytrityl)-2-N,4-C-methylene-2-N-trifluoroacetyl-β-D-xylofuranosyl)thymine

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / pyridine / 18 h / 20 °C

2: 90 percent / diisopropylethylamine / CH₂Cl₂ / 8 h / 20 °C

With pyridine; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1002/ejoc.200500023