(S)-(2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-3-yl 2-((tert-butoxycarbonyl)amino)-4-(tert-butyldisulfanyl)butanoate

Base Information

Chemical Name:(S)-(2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-3-yl 2-((tert-butoxycarbonyl)amino)-4-(tert-butyldisulfanyl)butanoate
CAS No.:1446484-45-2
Molecular Formula:C₄₄H₅₄N₆O₉S₂
Molecular Weight:875.08
Hs Code.:

(S)-(2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-3-yl 2-((tert-butoxycarbonyl)amino)-4-(tert-butyldisulfanyl)butanoate

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Chemical Property of (S)-(2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-3-yl 2-((tert-butoxycarbonyl)amino)-4-(tert-butyldisulfanyl)butanoate

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Technology Process of (S)-(2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-3-yl 2-((tert-butoxycarbonyl)amino)-4-(tert-butyldisulfanyl)butanoate

There total 4 articles about (S)-(2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-3-yl 2-((tert-butoxycarbonyl)amino)-4-(tert-butyldisulfanyl)butanoate 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: 39.9%

: 57018-82-3,81352-25-2
5'-O-dimethoxytrityladenosine

: 1446484-41-8
(S)-cyanomethyl 2-((tert-butoxycarbonyl)amino)-4-(tert-butyldisulfanyl)butanoate

: 1446484-45-2
(S)-(2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-3-yl 2-((tert-butoxycarbonyl)amino)-4-(tert-butyldisulfanyl)butanoate

Guidance literature:: With tetrabutylammonium acetate; In tetrahydrofuran; for 24h;
DOI:10.1002/anie.201302065

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 1446484-45-2
(S)-(2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-3-yl 2-((tert-butoxycarbonyl)amino)-4-(tert-butyldisulfanyl)butanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: water; 1,4-dioxane / 0 - 20 °C

2.1: sodium hydroxide / tetrahydrofuran; water / 0 °C

2.2: 0 - 20 °C

3.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran

4.1: tetrabutylammonium acetate / tetrahydrofuran / 24 h

With tetrabutylammonium acetate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; water;
DOI:10.1002/anie.201302065

Reference yield:

: 130981-51-0
(2S,2'S)-4,4'-disulfanediylbis(2-(tert-butoxycarbonyl)amino)butanoic acid

: 1446484-45-2
(S)-(2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-3-yl 2-((tert-butoxycarbonyl)amino)-4-(tert-butyldisulfanyl)butanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydroxide / tetrahydrofuran; water / 0 °C

1.2: 0 - 20 °C

2.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran

3.1: tetrabutylammonium acetate / tetrahydrofuran / 24 h

With tetrabutylammonium acetate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; water;
DOI:10.1002/anie.201302065