1421840-44-9|(R)-N-(1-(5-Chloro-2-hydroxyphenyl)ethyl)-4-methylbenzenesulfonamide| Ambeed

CAS No. :	1421840-44-9
Formula :	C₁₅H₁₆ClNO₃S
M.W :	325.81
SMILES Code :	O=S(C1=CC=C(C)C=C1)(N[C@@H](C2=CC(Cl)=CC=C2O)C)=O
MDL No. :	MFCD28133446
InChI Key :	SCQIHZBVQHRKIF-LLVKDONJSA-N
Pubchem ID :	71584229

Safety of [ 1421840-44-9 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302
Precautionary Statements:	P280-P305+P351+P338

Application In Synthesis of [ 1421840-44-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 1421840-44-9 ]

[ 1421840-44-9 ] Synthesis Path-Downstream 1~42

1
[ 1228571-53-6 ]
[ 1421840-44-9 ]

References: [1]Journal of the American Chemical Society,2013,vol. 135,p. 2474 - 2477.
[2]Angewandte Chemie - International Edition,2015,vol. 54,p. 5474 - 5477.
Angew. Chem.,2015,vol. 127,p. 5564 - 5567,4.

2
[ 1421840-58-5 ]
[ 1421840-44-9 ]

References: [1]Journal of the American Chemical Society,2013,vol. 135,p. 2474 - 2477.

3
[ 1421840-44-9 ]
[ 1421840-46-1 ]

References: [1]Journal of the American Chemical Society,2013,vol. 135,p. 2474 - 2477.
[2]Journal of the American Chemical Society,2013,vol. 135,p. 2474 - 2477.
[3]Patent: JP2015/535008,2015,A .

4
[ 1421840-44-9 ]
[ 1421840-47-2 ]

References: [1]Journal of the American Chemical Society,2013,vol. 135,p. 2474 - 2477.
[2]Journal of the American Chemical Society,2013,vol. 135,p. 2474 - 2477.
[3]Patent: JP2015/535008,2015,A .

5
[ 1421840-44-9 ]
[ 1421840-48-3 ]

References: [1]Journal of the American Chemical Society,2013,vol. 135,p. 2474 - 2477.
[2]Journal of the American Chemical Society,2013,vol. 135,p. 2474 - 2477.
[3]Patent: JP2015/535008,2015,A .

6
[ 1421840-44-9 ]
[ 1421840-49-4 ]

References: [1]Journal of the American Chemical Society,2013,vol. 135,p. 2474 - 2477.
[2]Journal of the American Chemical Society,2013,vol. 135,p. 2474 - 2477.

7
[ 1421840-44-9 ]
[ 1421840-50-7 ]

References: [1]Journal of the American Chemical Society,2013,vol. 135,p. 2474 - 2477.
[2]Journal of the American Chemical Society,2013,vol. 135,p. 2474 - 2477.
[3]Patent: JP2015/535008,2015,A .

8
[ 1421840-44-9 ]
[ 1421840-56-3 ]

References: [1]Journal of the American Chemical Society,2013,vol. 135,p. 2474 - 2477.

9
[ 1421840-44-9 ]
4-chloro-2-[(1R)-1-[(4-methylphenyl)sulfonyl]amino}ethyl]phenyl-(S)-tert-butyl-(2,6-dimethoxyphenyl)-phosphinate [ No CAS ]

References: [1]Journal of the American Chemical Society,2013,vol. 135,p. 2474 - 2477.

10
[ 1421840-44-9 ]
[ 82614-84-4 ]
C₂₃H₂₃ClNO₅PS [ No CAS ]

References: [1]Journal of the American Chemical Society,2013,vol. 135,p. 2474 - 2477.

11
C₁₆H₁₄ClNO₄S [ No CAS ]
[ 1421840-44-9 ]

References: [1]Journal of the American Chemical Society,2013,vol. 135,p. 2474 - 2477.

12
[ 824-72-6 ]
[ 1421840-44-9 ]
[ 1421840-45-0 ]

Yield	Reaction Conditions	Operation in experiment
75%	With 1-methyl-1H-imidazole; In dichloromethane; at -10 - -5℃; for 0.5h;Inert atmosphere;	<strong>[1421840-44-9](R)-<strong>[1421840-44-9]N-(1-(5-chloro-2-hydroxyphenyl)ethyl)-4-methylbenzenesulfonamide</strong></strong> (1,100.0g, 307.69mmol) in anhydrous dichloromethane (1200ml) solution of -10 until cooled, then phenyl phosphonic acid dichloride (57.55ml, 369.23mmol, 90% by weight) is added to the reaction mixture. Then, while maintaining the reaction temperature under an argon atmosphere at less than -5 C., is added 1-methylimidazole (61.02ml, 769.2mmol) over 30 minutes. After completion of the reaction, the reaction is quenched water (500mL) was added to the reaction mixture. The phases were separated and the organic phase was washed with 1 N HCl 400 ml, then water 100 ml, then washed with saturated sodium bicarbonate solution 200 ml. Then, the organic phase was filtered through Celite, and then concentrated. The residue, EtOAc: hexane (500ml: 1200ml) was recrystallized to give the 2a (103g, 75%) as a white solid

References: [1]Journal of the American Chemical Society,2013,vol. 135,p. 2474 - 2477.
[2]Patent: JP2015/535008,2015,A .Location in patent: Paragraph 0061; 0062; 0063; 0064.

13
[ 824-72-6 ]
[ 1421840-44-9 ]
[ 1421840-45-0 ]
[ 1421840-59-6 ]

References: [1]Journal of the American Chemical Society,2013,vol. 135,p. 2474 - 2477.

14
(2S,4R)-6-chloro-4-methyl-3-[(4-methylphenyl)sulfonyl]-3,4-dihydro-1,2,3-benzoxathiazine 2-oxide [ No CAS ]
[ 1421840-44-9 ]

References: [1]Angewandte Chemie - International Edition,2013,vol. 52,p. 6713 - 6717.
    Angew. Chem.,2013,vol. 125,p. 6845 - 6849,5.
[2]Angewandte Chemie - International Edition,2013,vol. 52,p. 6713 - 6717.
    Angew. Chem.,2013,vol. 125,p. 6845 - 6849,5.
[3]Angewandte Chemie - International Edition,2013,vol. 52,p. 6713 - 6717.
    Angew. Chem.,2013,vol. 125,p. 6845 - 6849,5.
[4]Angewandte Chemie - International Edition,2013,vol. 52,p. 6713 - 6717.
    Angew. Chem.,2013,vol. 125,p. 6845 - 6849,5.
[5]Angewandte Chemie - International Edition,2013,vol. 52,p. 6713 - 6717.
    Angew. Chem.,2013,vol. 125,p. 6845 - 6849,5.
[6]Angewandte Chemie - International Edition,2013,vol. 52,p. 6713 - 6717.
    Angew. Chem.,2013,vol. 125,p. 6845 - 6849,5.
[7]Angewandte Chemie - International Edition,2013,vol. 52,p. 6713 - 6717.
    Angew. Chem.,2013,vol. 125,p. 6845 - 6849,5.

15
[ 1421840-44-9 ]
(2S,4R)-6-chloro-4-methyl-3-[(4-methylphenyl)sulfonyl]-3,4-dihydro-1,2,3-benzoxathiazine 2-oxide [ No CAS ]