(2R,3S)-2-(3,4-bis(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxychromane-5,7-diyl bis(2-nitrobenzenesulfonate)

Base Information

• Chemical Name: (2R,3S)-2-(3,4-bis(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxychromane-5,7-diyl bis(2-nitrobenzenesulfonate)
• CAS No.: 1186527-26-3
• Molecular Formula: C₃₉H₂₆N₄O₂₂S₄
• Molecular Weight: 1030.91

Synonyms:(2R,3S)-2-(3,4-bis(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxychromane-5,7-diyl bis(2-nitrobenzenesulfonate)

Chemical Property of (2R,3S)-2-(3,4-bis(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxychromane-5,7-diyl bis(2-nitrobenzenesulfonate)

Chemical Property:

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Technology Process of (2R,3S)-2-(3,4-bis(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxychromane-5,7-diyl bis(2-nitrobenzenesulfonate)

There total 1 articles about (2R,3S)-2-(3,4-bis(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxychromane-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: 94.0%

2-Nitrobenzenesulfonyl chloride (1694-92-4) + catechin (154-23-4) → (2R,3S)-2-(3,4-bis(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxychromane-5,7-diyl bis(2-nitrobenzenesulfonate) (1186527-26-3)

Guidance literature:

With triethylamine; In acetonitrile; at -20 ℃; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.bmcl.2009.05.111

Reference yield: 89.0%

3,5-di(2-nitrobenzenesulfonyloxy)-4-methoxybenzoic acid (1186527-08-1) + (2R,3S)-2-(3,4-bis(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxychromane-5,7-diyl bis(2-nitrobenzenesulfonate) (1186527-26-3) → (2R,3S)-2-(3,4-bis(2-nitrophenylsulfonyloxy)phenyl)-5,7-bis(2-nitrophenylsulfonyloxy)chroman-3-yl 4-methoxy-3,5-bis(2-nitrophenylsulfonyloxy)benzoate (1186527-28-5)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In acetonitrile; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.bmcl.2009.05.111

Reference yield: 79.0%

3,5-di(2-nitrobenzenesulfonyloxy)-4-methoxybenzoic acid (1186527-08-1) + (2R,3S)-2-(3,4-bis(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxychromane-5,7-diyl bis(2-nitrobenzenesulfonate) (1186527-26-3) → (2R,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychroman-3-yl 3,5-dihydroxy-4-methoxybenzoate (1186527-05-8)

Guidance literature:

With caesium carbonate; thiophenol; In acetonitrile; Inert atmosphere;

DOI:10.1038/ja.2016.14

upstream raw materials:

2-Nitrobenzenesulfonyl chloride

catechin

Downstream raw materials:

(2R,3S)-2-(3,4-bis(2-nitrophenylsulfonyloxy)phenyl)-5,7-bis(2-nitrophenylsulfonyloxy)chroman-3-yl 4-methoxy-3,5-bis(2-nitrophenylsulfonyloxy)benzoate

(2R,3S)-2-(3,4-bis(2-nitrophenylsulfonyloxy)phenyl)-5,7-bis(2-nitrophenylsulfonyloxy)-chroman-3-yl 3-methoxy-4,5-bis(2-nitrophenylsulfonyloxy)benzoate

(2R,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychroman-3-yl 3,5-dihydroxy-4-methoxybenzoate

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