isopropyl O-[(5S)-5-[(4-amino-2-oxopyrimidin-1(2H)-yl)methyl]-2-oxido-1,4,2-dioxaphosphinan-2-yl]-N-(tert-butoxycarbonyl)-(L)-tyrosinate

Base Information

Chemical Name:isopropyl O-[(5S)-5-[(4-amino-2-oxopyrimidin-1(2H)-yl)methyl]-2-oxido-1,4,2-dioxaphosphinan-2-yl]-N-(tert-butoxycarbonyl)-(L)-tyrosinate
CAS No.:1322510-40-6
Molecular Formula:C₂₅H₃₅N₄O₉P
Molecular Weight:566.548
Hs Code.:

Synonyms:isopropyl O-[(5S)-5-[(4-amino-2-oxopyrimidin-1(2H)-yl)methyl]-2-oxido-1,4,2-dioxaphosphinan-2-yl]-N-(tert-butoxycarbonyl)-(L)-tyrosinate

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Chemical Property of isopropyl O-[(5S)-5-[(4-amino-2-oxopyrimidin-1(2H)-yl)methyl]-2-oxido-1,4,2-dioxaphosphinan-2-yl]-N-(tert-butoxycarbonyl)-(L)-tyrosinate

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Technology Process of isopropyl O-[(5S)-5-[(4-amino-2-oxopyrimidin-1(2H)-yl)methyl]-2-oxido-1,4,2-dioxaphosphinan-2-yl]-N-(tert-butoxycarbonyl)-(L)-tyrosinate

There total 3 articles about isopropyl O-[(5S)-5-[(4-amino-2-oxopyrimidin-1(2H)-yl)methyl]-2-oxido-1,4,2-dioxaphosphinan-2-yl]-N-(tert-butoxycarbonyl)-(L)-tyrosinate 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:

: 126530-25-4
isopropyl N-(tert-butoxycarbonyl)-(L)-tyrosinate

: 113852-37-2
cidofovir

: 1322510-40-6
isopropyl O-[(5S)-5-[(4-amino-2-oxopyrimidin-1(2H)-yl)methyl]-2-oxido-1,4,2-dioxaphosphinan-2-yl]-N-(tert-butoxycarbonyl)-(L)-tyrosinate

: isopropyl O-[(5S)-5-[(4-amino-2-oxopyrimidin-1(2H)-yl)methyl]-2-oxido-1,4,2-dioxaphosphinan-2-yl]-N-(tert-butoxycarbonyl)-(L)-tyrosinate

Guidance literature:: cidofovir; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; Heating;

isopropyl N-(tert-butoxycarbonyl)-(L)-tyrosinate; With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 40 ℃; for 2h; optical yield given as %de; Inert atmosphere;
DOI:10.1021/jm2001426

Reference yield:

: 1322510-76-8
isopropyl O-[(5S)-5-[(4-amino-2-oxopyrimidin-1(2H)-yl)methyl]-2-oxido-1,4,2-dioxaphosphinan-2-yl]-N-(tert-butoxycarbonyl)-(L)-tyrosinate

: 126530-25-4
isopropyl N-(tert-butoxycarbonyl)-(L)-tyrosinate

: 1322510-40-6
isopropyl O-[(5S)-5-[(4-amino-2-oxopyrimidin-1(2H)-yl)methyl]-2-oxido-1,4,2-dioxaphosphinan-2-yl]-N-(tert-butoxycarbonyl)-(L)-tyrosinate

: isopropyl O-[(5S)-5-[(4-amino-2-oxopyrimidin-1(2H)-yl)methyl]-2-oxido-1,4,2-dioxaphosphinan-2-yl]-N-(tert-butoxycarbonyl)-(L)-tyrosinate

Guidance literature:: isopropyl O-[(5S)-5-[(4-amino-2-oxopyrimidin-1(2H)-yl)methyl]-2-oxido-1,4,2-dioxaphosphinan-2-yl]-N-(tert-butoxycarbonyl)-(L)-tyrosinate; isopropyl N-(tert-butoxycarbonyl)-(L)-tyrosinate; In N,N-dimethyl-formamide; for 0.5h; Molecular sieve;

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; optical yield given as %de; Inert atmosphere; Molecular sieve;
DOI:10.1021/jm2001426

Reference yield:

: 60-18-4,18875-48-4,25619-78-7,30704-25-7
L-tyrosine

: 1322510-40-6
isopropyl O-[(5S)-5-[(4-amino-2-oxopyrimidin-1(2H)-yl)methyl]-2-oxido-1,4,2-dioxaphosphinan-2-yl]-N-(tert-butoxycarbonyl)-(L)-tyrosinate

: isopropyl O-[(5S)-5-[(4-amino-2-oxopyrimidin-1(2H)-yl)methyl]-2-oxido-1,4,2-dioxaphosphinan-2-yl]-N-(tert-butoxycarbonyl)-(L)-tyrosinate

Guidance literature:: Multi-step reaction with 3 steps

1.1: thionyl chloride / -20 - 100 °C

2.1: sodium hydrogencarbonate / ethanol / 20 °C

3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / Heating

3.2: 2 h / 40 °C / Inert atmosphere

With thionyl chloride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; In ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm2001426