N-(3-((4aR,7aR)-2-amino-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-7a-yl)-4-fluorophenyl)-5-chloropicolinamide

Base Information

Chemical Name:N-(3-((4aR,7aR)-2-amino-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-7a-yl)-4-fluorophenyl)-5-chloropicolinamide
CAS No.:1415209-03-8
Molecular Formula:C₁₈H₁₆ClFN₄O₂S
Molecular Weight:406.868
Hs Code.:

Synonyms:N-(3-((4aR,7aR)-2-amino-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-7a-yl)-4-fluorophenyl)-5-chloropicolinamide

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Chemical Property of N-(3-((4aR,7aR)-2-amino-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-7a-yl)-4-fluorophenyl)-5-chloropicolinamide

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Technology Process of N-(3-((4aR,7aR)-2-amino-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-7a-yl)-4-fluorophenyl)-5-chloropicolinamide

There total 4 articles about N-(3-((4aR,7aR)-2-amino-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-7a-yl)-4-fluorophenyl)-5-chloropicolinamide 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:

: 1415209-04-9
tert-butyl (4aR,7aR)-7a-(5-(5-chloropicolinamido)-2-fluorophenyl)-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-2-ylcarbamate

: 1415209-03-8
N-(3-((4aR,7aR)-2-amino-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-7a-yl)-4-fluorophenyl)-5-chloropicolinamide

Guidance literature:: tert-butyl (4aR,7aR)-7a-(5-(5-chloropicolinamido)-2-fluorophenyl)-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-2-ylcarbamate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

With ammonium hydroxide; In methanol; dichloromethane;

Reference yield:

: 1415208-88-6
tert-butyl ((4aR,7aR)-7a-(5-bromo-2-fluorophenyl)-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-2-yl)carbamate

: 1415209-03-8
N-(3-((4aR,7aR)-2-amino-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-7a-yl)-4-fluorophenyl)-5-chloropicolinamide

Guidance literature:: Multi-step reaction with 4 steps

1: (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane; sodium azide; copper(ll) sulfate pentahydrate; sodium L-ascorbate / 80 °C

2: palladium on activated charcoal; hydrogen / methanol

3: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine

4: trifluoroacetic acid

With sodium azide; copper(ll) sulfate pentahydrate; palladium on activated charcoal; (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane; hydrogen; benzotriazol-1-ol; sodium L-ascorbate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In methanol;
DOI:10.1016/j.bmcl.2016.10.055

Reference yield:

: 1415208-89-7
tert-butyl ((4aR,7aR)-7a-(5-azido-2-fluorophenyl)-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-2-yl)carbamate

: 1415209-03-8
N-(3-((4aR,7aR)-2-amino-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-7a-yl)-4-fluorophenyl)-5-chloropicolinamide

Guidance literature:: Multi-step reaction with 3 steps

1: palladium on activated charcoal; hydrogen / methanol

2: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine

3: trifluoroacetic acid

With palladium on activated charcoal; hydrogen; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In methanol;
DOI:10.1016/j.bmcl.2016.10.055