N-[(1S,2R)-2-azido-1-benzyl-3-fluoropropyl]-2-[(isopropylsulfonyl)(methyl)amino]-6-(methyl{[(1S,2S)-2-methylcyclopropyl]methyl}amino)isonicotinamide

Base Information

Chemical Name:N-[(1S,2R)-2-azido-1-benzyl-3-fluoropropyl]-2-[(isopropylsulfonyl)(methyl)amino]-6-(methyl{[(1S,2S)-2-methylcyclopropyl]methyl}amino)isonicotinamide
CAS No.:946420-68-4
Molecular Formula:C₂₆H₃₆FN₇O₃S
Molecular Weight:545.681
Hs Code.:

N-[(1S,2R)-2-azido-1-benzyl-3-fluoropropyl]-2-[(isopropylsulfonyl)(methyl)amino]-6-(methyl{[(1S,2S)-2-methylcyclopropyl]methyl}amino)isonicotinamide

Synonyms:N-[(1S,2R)-2-azido-1-benzyl-3-fluoropropyl]-2-[(isopropylsulfonyl)(methyl)amino]-6-(methyl{[(1S,2S)-2-methylcyclopropyl]methyl}amino)isonicotinamide

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Chemical Property of N-[(1S,2R)-2-azido-1-benzyl-3-fluoropropyl]-2-[(isopropylsulfonyl)(methyl)amino]-6-(methyl{[(1S,2S)-2-methylcyclopropyl]methyl}amino)isonicotinamide

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Technology Process of N-[(1S,2R)-2-azido-1-benzyl-3-fluoropropyl]-2-[(isopropylsulfonyl)(methyl)amino]-6-(methyl{[(1S,2S)-2-methylcyclopropyl]methyl}amino)isonicotinamide

There total 10 articles about N-[(1S,2R)-2-azido-1-benzyl-3-fluoropropyl]-2-[(isopropylsulfonyl)(methyl)amino]-6-(methyl{[(1S,2S)-2-methylcyclopropyl]methyl}amino)isonicotinamide 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: 92.0%

: 935470-40-9
2-[(isopropylsulfonyl)(methyl)amino]-6-(methyl{[(1S,2S)-2-methylcyclopropyl]methyl}amino)isonicotinic acid

: (2S,3R)-3-azido-4-fluoro-1-phenylbutan-2-amine hydrochloride

: 946420-68-4
N-[(1S,2R)-2-azido-1-benzyl-3-fluoropropyl]-2-[(isopropylsulfonyl)(methyl)amino]-6-(methyl{[(1S,2S)-2-methylcyclopropyl]methyl}amino)isonicotinamide

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/jm070272d

Reference yield:

: 935470-47-6
N-benzyl[(1S,2S)-2-methylcyclopropyl]methanamine

: 946420-68-4
N-[(1S,2R)-2-azido-1-benzyl-3-fluoropropyl]-2-[(isopropylsulfonyl)(methyl)amino]-6-(methyl{[(1S,2S)-2-methylcyclopropyl]methyl}amino)isonicotinamide

Guidance literature:: Multi-step reaction with 4 steps

1: NaBH(OAc)3 / CH₂Cl₂; methanol; H₂O / 1 h / 20 °C

2: 6.1 g / H₂ / Pd(OH)2/C / ethanol / 2 h / 60 °C / 760.05 Torr

3: 74 percent / K₃PO₄ / Pd[P(tBu)3]2 / N,N-dimethyl-acetamide / 1 h / 130 °C

4: 92 percent / DIEA; BOP / CH₂Cl₂ / 2 h / 20 °C

With potassium phosphate; hydrogen; sodium tris(acetoxy)borohydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; palladium dihydroxide; bis(tri-tert-butylphosphine)palladium⁽⁰⁾; In methanol; ethanol; dichloromethane; N,N-dimethyl acetamide; water;
DOI:10.1021/jm070272d

Reference yield:

: 935470-34-1
methyl 2-chloro-6-[(isopropylsulfonyl)(methyl)amino]isonicotinate

: 946420-68-4
N-[(1S,2R)-2-azido-1-benzyl-3-fluoropropyl]-2-[(isopropylsulfonyl)(methyl)amino]-6-(methyl{[(1S,2S)-2-methylcyclopropyl]methyl}amino)isonicotinamide

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / lithium hydroxide monohydrate / tetrahydrofuran; H₂O / 16 h / 20 °C

2: 74 percent / K₃PO₄ / Pd[P(tBu)3]2 / N,N-dimethyl-acetamide / 1 h / 130 °C

3: 92 percent / DIEA; BOP / CH₂Cl₂ / 2 h / 20 °C

With lithium hydroxide; potassium phosphate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; bis(tri-tert-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; water;
DOI:10.1021/jm070272d