(2S)-isopropyl 2-((((3aR,4R,6R,6aR)-6-(4-aminopyrrolo[1,2-f][1,2,4]triazin-7-yl)-6-cyano-6a-methyl-2-oxotetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methoxy)(phenoxy)phosphorylamino)propanoate

Base Information

Chemical Name:(2S)-isopropyl 2-((((3aR,4R,6R,6aR)-6-(4-aminopyrrolo[1,2-f][1,2,4]triazin-7-yl)-6-cyano-6a-methyl-2-oxotetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methoxy)(phenoxy)phosphorylamino)propanoate
CAS No.:1431932-97-6
Molecular Formula:C₂₆H₂₉N₆O₉P
Molecular Weight:600.525
Hs Code.:

(2S)-isopropyl 2-((((3aR,4R,6R,6aR)-6-(4-aminopyrrolo[1,2-f][1,2,4]triazin-7-yl)-6-cyano-6a-methyl-2-oxotetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methoxy)(phenoxy)phosphorylamino)propanoate

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Chemical Property of (2S)-isopropyl 2-((((3aR,4R,6R,6aR)-6-(4-aminopyrrolo[1,2-f][1,2,4]triazin-7-yl)-6-cyano-6a-methyl-2-oxotetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methoxy)(phenoxy)phosphorylamino)propanoate

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Technology Process of (2S)-isopropyl 2-((((3aR,4R,6R,6aR)-6-(4-aminopyrrolo[1,2-f][1,2,4]triazin-7-yl)-6-cyano-6a-methyl-2-oxotetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methoxy)(phenoxy)phosphorylamino)propanoate

There total 9 articles about (2S)-isopropyl 2-((((3aR,4R,6R,6aR)-6-(4-aminopyrrolo[1,2-f][1,2,4]triazin-7-yl)-6-cyano-6a-methyl-2-oxotetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methoxy)(phenoxy)phosphorylamino)propanoate 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: 86.0%

: 1350735-57-7
(2S)-isopropyl 2-((((2R,3R,4R,5R)-5-(4-aminopyrrolo[1,2-f]-[1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphorylamino)propanoate

: 530-62-1
1,1'-carbonyldiimidazole

: 1431932-97-6
(2S)-isopropyl 2-((((3aR,4R,6R,6aR)-6-(4-aminopyrrolo[1,2-f][1,2,4]triazin-7-yl)-6-cyano-6a-methyl-2-oxotetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methoxy)(phenoxy)phosphorylamino)propanoate

Guidance literature:: (2S)-isopropyl 2-((((2R,3R,4R,5R)-5-(4-aminopyrrolo[1,2-f]-[1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphorylamino)propanoate; 1,1'-carbonyldiimidazole; In acetonitrile; at 20 ℃; for 6h;

In water; acetonitrile; for 0.5h;
DOI:10.1021/jm400201a

Reference yield:

: 2′,3′,5′-O-tribenzyl-1′-hydroxy-2′-C-methyl-4-aza-7,9-dideazaadenosine

: 1431932-97-6
(2S)-isopropyl 2-((((3aR,4R,6R,6aR)-6-(4-aminopyrrolo[1,2-f][1,2,4]triazin-7-yl)-6-cyano-6a-methyl-2-oxotetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methoxy)(phenoxy)phosphorylamino)propanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: trimethylsilyl trifluoromethanesulfonate / toluene; dichloromethane / 2 h / -15 - 0 °C

2.1: boron trichloride / dichloromethane / 1.16 h / 0 °C

2.2: 1 h / 0 - 20 °C

3.1: trimethyl phosphite; 1-methyl-1H-imidazole / tetrahydrofuran / 1.5 h / 0 - 25 °C

4.1: acetonitrile / 6 h / 20 °C

4.2: 0.5 h

With 1-methyl-1H-imidazole; trimethyl phosphite; trimethylsilyl trifluoromethanesulfonate; boron trichloride; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;
DOI:10.1021/jm400201a

Reference yield:

: 917567-08-9
(3R,4R,5R)-3,4-bis(benzyloxy)-5-[(benzyloxy)methyl]-3-methyloxolan-2-one

: 1431932-97-6
(2S)-isopropyl 2-((((3aR,4R,6R,6aR)-6-(4-aminopyrrolo[1,2-f][1,2,4]triazin-7-yl)-6-cyano-6a-methyl-2-oxotetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methoxy)(phenoxy)phosphorylamino)propanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1,2-bis-(chlorodimethylsilyl)ethane; sodium hydride / tetrahydrofuran; mineral oil / -78 °C

1.2: 0.75 h / -78 °C / Inert atmosphere

1.3: 2.75 h / -78 °C / Inert atmosphere

2.1: trimethylsilyl trifluoromethanesulfonate / toluene; dichloromethane / 2 h / -15 - 0 °C

3.1: boron trichloride / dichloromethane / 1.16 h / 0 °C

3.2: 1 h / 0 - 20 °C

4.1: trimethyl phosphite; 1-methyl-1H-imidazole / tetrahydrofuran / 1.5 h / 0 - 25 °C

5.1: acetonitrile / 6 h / 20 °C

5.2: 0.5 h

With 1-methyl-1H-imidazole; trimethyl phosphite; trimethylsilyl trifluoromethanesulfonate; 1,2-bis-(chlorodimethylsilyl)ethane; boron trichloride; sodium hydride; In tetrahydrofuran; dichloromethane; toluene; acetonitrile; mineral oil;
DOI:10.1021/jm400201a