3-[(4aR,6S,8aS)-2-amino-6-methyl-4,4a,5,6-tetrahydropyrano[3,4-d][1,3]thiazin-8a(8H)-yl]-4-fluorobenzonitrile

Base Information

Chemical Name:3-[(4aR,6S,8aS)-2-amino-6-methyl-4,4a,5,6-tetrahydropyrano[3,4-d][1,3]thiazin-8a(8H)-yl]-4-fluorobenzonitrile
CAS No.:1613394-21-0
Molecular Formula:C₁₅H₁₆FN₃OS
Molecular Weight:305.376
Hs Code.:

Synonyms:3-[(4aR,6S,8aS)-2-amino-6-methyl-4,4a,5,6-tetrahydropyrano[3,4-d][1,3]thiazin-8a(8H)-yl]-4-fluorobenzonitrile

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Chemical Property of 3-[(4aR,6S,8aS)-2-amino-6-methyl-4,4a,5,6-tetrahydropyrano[3,4-d][1,3]thiazin-8a(8H)-yl]-4-fluorobenzonitrile

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Technology Process of 3-[(4aR,6S,8aS)-2-amino-6-methyl-4,4a,5,6-tetrahydropyrano[3,4-d][1,3]thiazin-8a(8H)-yl]-4-fluorobenzonitrile

There total 7 articles about 3-[(4aR,6S,8aS)-2-amino-6-methyl-4,4a,5,6-tetrahydropyrano[3,4-d][1,3]thiazin-8a(8H)-yl]-4-fluorobenzonitrile 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: 73.0%

: 1613394-24-3
N-[(4aR,6S,8aS)-8a-(5-cyano-2-fluorophenyl)-6-methyl-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazin-2-yl]benzamide

: 1613394-21-0
3-[(4aR,6S,8aS)-2-amino-6-methyl-4,4a,5,6-tetrahydropyrano[3,4-d][1,3]thiazin-8a(8H)-yl]-4-fluorobenzonitrile

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; at 50 ℃; for 16h;

Reference yield:

: 1613394-22-1
4-fluoro-3-[(3aR,5S,7aS)-5-methyltetrahydro-1H-pyrano[3,4-c][1,2]oxazol-7a(7H)-yl]benzonitrile

: 1613394-21-0
3-[(4aR,6S,8aS)-2-amino-6-methyl-4,4a,5,6-tetrahydropyrano[3,4-d][1,3]thiazin-8a(8H)-yl]-4-fluorobenzonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: zinc; acetic acid / 16 h / 40 °C

2.1: dichloromethane / 18 h / 20 °C

2.2: 2 h / 20 °C

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / methanol / 16 h / 50 °C

With acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc; In methanol; dichloromethane;

Reference yield:

: 1613394-23-2
3-[(3S,4R,6S)-3-amino-4-(hydroxymethyl)-6-methyltetrahydro-2H-pyran-3-yl]-4-fluorobenzonitrile

: 1613394-21-0
3-[(4aR,6S,8aS)-2-amino-6-methyl-4,4a,5,6-tetrahydropyrano[3,4-d][1,3]thiazin-8a(8H)-yl]-4-fluorobenzonitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: dichloromethane / 18 h / 20 °C

1.2: 2 h / 20 °C

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / methanol / 16 h / 50 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane;