(2R,3R)-2-(3-tert-butyldiphenylsilyloxy-4,5-bis(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxy-3,4-dihydrochroman-5,7-diyl bis(2-nitrobenzenesulfonate)

Base Information

Chemical Name:(2R,3R)-2-(3-tert-butyldiphenylsilyloxy-4,5-bis(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxy-3,4-dihydrochroman-5,7-diyl bis(2-nitrobenzenesulfonate)
CAS No.:1186527-31-0
Molecular Formula:C₅₅H₄₄N₄O₂₃S₄Si
Molecular Weight:1285.32
Hs Code.:

(2R,3R)-2-(3-tert-butyldiphenylsilyloxy-4,5-bis(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxy-3,4-dihydrochroman-5,7-diyl bis(2-nitrobenzenesulfonate)

Synonyms:(2R,3R)-2-(3-tert-butyldiphenylsilyloxy-4,5-bis(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxy-3,4-dihydrochroman-5,7-diyl bis(2-nitrobenzenesulfonate)

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Chemical Property of (2R,3R)-2-(3-tert-butyldiphenylsilyloxy-4,5-bis(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxy-3,4-dihydrochroman-5,7-diyl bis(2-nitrobenzenesulfonate)

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Technology Process of (2R,3R)-2-(3-tert-butyldiphenylsilyloxy-4,5-bis(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxy-3,4-dihydrochroman-5,7-diyl bis(2-nitrobenzenesulfonate)

There total 4 articles about (2R,3R)-2-(3-tert-butyldiphenylsilyloxy-4,5-bis(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxy-3,4-dihydrochroman-5,7-diyl bis(2-nitrobenzenesulfonate) 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: 95.0%

: 1186527-15-0
(2R,3R)-2-(3-tert-butyldiphenylsilyloxy-4-hydroxy-5-(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxychromane-5,7-diyl bis(2-nitrobenzenesulfonate)

: 1694-92-4
2-Nitrobenzenesulfonyl chloride

: 1186527-31-0
(2R,3R)-2-(3-tert-butyldiphenylsilyloxy-4,5-bis(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxy-3,4-dihydrochroman-5,7-diyl bis(2-nitrobenzenesulfonate)

Guidance literature:: With triethylamine; In acetonitrile; at -20 ℃; regioselective reaction; Inert atmosphere;
DOI:10.1016/j.bmcl.2009.05.111

Reference yield:

: 1186527-14-9
(2R,3R)-2-(3,4-dihydroxy-5-(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxychromane-5,7-diyl bis(2-nitrobenzenesulfonate)

: 1186527-31-0
(2R,3R)-2-(3-tert-butyldiphenylsilyloxy-4,5-bis(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxy-3,4-dihydrochroman-5,7-diyl bis(2-nitrobenzenesulfonate)

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / acetonitrile / 3 h / -20 °C / Inert atmosphere

2: triethylamine / acetonitrile / -20 °C / Inert atmosphere

With triethylamine; In acetonitrile;
DOI:10.1038/ja.2016.14

Reference yield:

: 970-73-0,1617-55-6,3371-27-5,13425-13-3,136892-45-0,970-74-1,98032-84-9
epigallocatechin

: 1186527-31-0
(2R,3R)-2-(3-tert-butyldiphenylsilyloxy-4,5-bis(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxy-3,4-dihydrochroman-5,7-diyl bis(2-nitrobenzenesulfonate)

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydroxide; boric acid / water; toluene / 3.5 h / 20 °C / pH 9 / Inert atmosphere

2: triethylamine / acetonitrile / 3 h / -20 °C / Inert atmosphere

3: triethylamine / acetonitrile / -20 °C / Inert atmosphere

With boric acid; triethylamine; sodium hydroxide; In water; toluene; acetonitrile;
DOI:10.1038/ja.2016.14