methyl N-{(2S)-2-[(3aS,9bR)-3a,9b-dihydro-3H-chromeno[4,3-c]isoxazol-1(4H)-yl]-2-phenylethanoyl}glycinate

Base Information

Chemical Name:methyl N-{(2S)-2-[(3aS,9bR)-3a,9b-dihydro-3H-chromeno[4,3-c]isoxazol-1(4H)-yl]-2-phenylethanoyl}glycinate
CAS No.:909038-84-2
Molecular Formula:C₂₂H₂₄N₂O₅
Molecular Weight:396.443
Hs Code.:

Synonyms:methyl N-{(2S)-2-[(3aS,9bR)-3a,9b-dihydro-3H-chromeno[4,3-c]isoxazol-1(4H)-yl]-2-phenylethanoyl}glycinate

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Chemical Property of methyl N-{(2S)-2-[(3aS,9bR)-3a,9b-dihydro-3H-chromeno[4,3-c]isoxazol-1(4H)-yl]-2-phenylethanoyl}glycinate

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Technology Process of methyl N-{(2S)-2-[(3aS,9bR)-3a,9b-dihydro-3H-chromeno[4,3-c]isoxazol-1(4H)-yl]-2-phenylethanoyl}glycinate

There total 3 articles about methyl N-{(2S)-2-[(3aS,9bR)-3a,9b-dihydro-3H-chromeno[4,3-c]isoxazol-1(4H)-yl]-2-phenylethanoyl}glycinate 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%

: 909038-80-8
2-[(S)-(3aS,9bR)-3a,9b-dihydro-3H-chromeno[4,3-c]isoxazol-1(4H)-yl(phenyl)methyl]-2-{[tert-butyl(dimethyl)silyl]oxy}malononitrile

: 616-34-2
methoxycarbonylmethylamine

: 909038-84-2
methyl N-{(2S)-2-[(3aS,9bR)-3a,9b-dihydro-3H-chromeno[4,3-c]isoxazol-1(4H)-yl]-2-phenylethanoyl}glycinate

Guidance literature:: 2-[(S)-(3aS,9bR)-3a,9b-dihydro-3H-chromeno[4,3-c]isoxazol-1(4H)-yl(phenyl)methyl]-2-{[tert-butyl(dimethyl)silyl]oxy}malononitrile; With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 0.166667h;

methoxycarbonylmethylamine; With triethylamine; In dichloromethane; at -25 ℃; for 1h;
DOI:10.1021/jo0607515

Reference yield:

: 1,3a,4,9b-tetrahydro-3H-chromeno[4,3-c]isoxazole; hydrochloride

: 909038-84-2
methyl N-{(2S)-2-[(3aS,9bR)-3a,9b-dihydro-3H-chromeno[4,3-c]isoxazol-1(4H)-yl]-2-phenylethanoyl}glycinate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 88 percent / pyridine / acetonitrile / 12 h / 20 °C

2.1: trifluoroacetic acid / CH₂Cl₂ / 0.17 h / 0 °C

2.2: 95 percent / triethylamine / CH₂Cl₂ / 1 h / -25 °C

With pyridine; trifluoroacetic acid; In dichloromethane; acetonitrile;
DOI:10.1021/jo0607515

Reference yield:

: 104-87-0
4-methyl-benzaldehyde

: 909038-84-2
methyl N-{(2S)-2-[(3aS,9bR)-3a,9b-dihydro-3H-chromeno[4,3-c]isoxazol-1(4H)-yl]-2-phenylethanoyl}glycinate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 88 percent / pyridine / acetonitrile / 12 h / 20 °C

2.1: trifluoroacetic acid / CH₂Cl₂ / 0.17 h / 0 °C

2.2: 95 percent / triethylamine / CH₂Cl₂ / 1 h / -25 °C

With pyridine; trifluoroacetic acid; In dichloromethane; acetonitrile;
DOI:10.1021/jo0607515