(3'R,4'R)-N-(6-cyano-3,4-dihydro-2,2-dimethyl-3-hydroxy-2H-[1]benzopyran-4-yl)-2-nitrobenzenesulfonamide

Base Information

Chemical Name:(3'R,4'R)-N-(6-cyano-3,4-dihydro-2,2-dimethyl-3-hydroxy-2H-[1]benzopyran-4-yl)-2-nitrobenzenesulfonamide
CAS No.:205312-12-5
Molecular Formula:C₁₈H₁₇N₃O₆S
Molecular Weight:403.415
Hs Code.:

Synonyms:(3'R,4'R)-N-(6-cyano-3,4-dihydro-2,2-dimethyl-3-hydroxy-2H-[1]benzopyran-4-yl)-2-nitrobenzenesulfonamide

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Chemical Property of (3'R,4'R)-N-(6-cyano-3,4-dihydro-2,2-dimethyl-3-hydroxy-2H-[1]benzopyran-4-yl)-2-nitrobenzenesulfonamide

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Technology Process of (3'R,4'R)-N-(6-cyano-3,4-dihydro-2,2-dimethyl-3-hydroxy-2H-[1]benzopyran-4-yl)-2-nitrobenzenesulfonamide

There total 4 articles about (3'R,4'R)-N-(6-cyano-3,4-dihydro-2,2-dimethyl-3-hydroxy-2H-[1]benzopyran-4-yl)-2-nitrobenzenesulfonamide 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: 93.0%

: 1694-92-4
2-Nitrobenzenesulfonyl chloride

: 205312-11-4
(3R,4R)-dihydro-2,2-dimethyl-4-amino-3-hydroxy-1-benzopyran6-carbonitrile

: 205312-12-5
(3'R,4'R)-N-(6-cyano-3,4-dihydro-2,2-dimethyl-3-hydroxy-2H-[1]benzopyran-4-yl)-2-nitrobenzenesulfonamide

Guidance literature:: With triethylamine; In tetrahydrofuran; at 40 ℃;
DOI:10.1016/S0968-0896(00)00260-1

Reference yield:

: 65018-90-8,75611-72-2,114926-02-2,114926-03-3
6-cyano-2,2-dimethylchromene-3,4-epoxide

: 205312-12-5
(3'R,4'R)-N-(6-cyano-3,4-dihydro-2,2-dimethyl-3-hydroxy-2H-[1]benzopyran-4-yl)-2-nitrobenzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 98 percent / aq. NH₃ / tetrahydrofuran; ethanol

2.1: 98 percent / Et₃N / tetrahydrofuran

3.1: diethylaminosulfur trifluoride / CH₂Cl₂ / 0.5 h / 20 °C

3.2: 82 percent / aq. HCl / acetonitrile / Heating

4.1: 93 percent / Et₃N / tetrahydrofuran / 40 °C

With ammonium hydroxide; diethylamino-sulfur trifluoride; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; 1.1: ring cleavage / 2.1: acylation / 3.1: inversion / 3.2: hydrolysis / 4.1: condensation;
DOI:10.1016/S0968-0896(00)00260-1

Reference yield:

: 118581-55-8
(3S-trans)-4-amino-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile

: 205312-12-5
(3'R,4'R)-N-(6-cyano-3,4-dihydro-2,2-dimethyl-3-hydroxy-2H-[1]benzopyran-4-yl)-2-nitrobenzenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: 98 percent / Et₃N / tetrahydrofuran

2.1: diethylaminosulfur trifluoride / CH₂Cl₂ / 0.5 h / 20 °C

2.2: 82 percent / aq. HCl / acetonitrile / Heating

3.1: 93 percent / Et₃N / tetrahydrofuran / 40 °C

With diethylamino-sulfur trifluoride; triethylamine; In tetrahydrofuran; dichloromethane; 1.1: acylation / 2.1: inversion / 2.2: hydrolysis / 3.1: condensation;
DOI:10.1016/S0968-0896(00)00260-1