(2S)-2-(4-iodo-N-methylbenzamide)-N¹,2-dimethyl-N³-((tetrahydro-2H-pyran-2-yl)oxy)malonamide

Base Information

• Chemical Name: (2S)-2-(4-iodo-N-methylbenzamide)-N¹,2-dimethyl-N³-((tetrahydro-2H-pyran-2-yl)oxy)malonamide
• CAS No.: 1344700-14-6
• Molecular Formula: C₁₈H₂₄IN₃O₅
• Molecular Weight: 489.31

Synonyms:(2S)-2-(4-iodo-N-methylbenzamide)-N¹,2-dimethyl-N³-((tetrahydro-2H-pyran-2-yl)oxy)malonamide

Chemical Property of (2S)-2-(4-iodo-N-methylbenzamide)-N¹,2-dimethyl-N³-((tetrahydro-2H-pyran-2-yl)oxy)malonamide

Chemical Property:

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Technology Process of (2S)-2-(4-iodo-N-methylbenzamide)-N¹,2-dimethyl-N³-((tetrahydro-2H-pyran-2-yl)oxy)malonamide

There total 5 articles about (2S)-2-(4-iodo-N-methylbenzamide)-N¹,2-dimethyl-N³-((tetrahydro-2H-pyran-2-yl)oxy)malonamide 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: 26.0%

O-2-tetrahydro-2H-pyranhydroxylamine (6723-30-4) + 1-{[(2S)-2-carboxy-1-(methylamino)-1-oxopropan-2-yl](methyl)carbamolyl}-4-iodobenzene (1344700-13-5) → (2S)-2-(4-iodo-N-methylbenzamide)-N1,2-dimethyl-N3-((tetrahydro-2H-pyran-2-yl)oxy)malonamide (1344700-14-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 3h; Cooling with ice;

Reference yield:

(2S)-N,2-dimethyl-2-(methylamino)-N'-((tetrahydro-2H-pyran-2-yl)oxy)propanamide + 4-iodobenzoic acid chloride (1711-02-0) → (2S)-2-(4-iodo-N-methylbenzamide)-N1,2-dimethyl-N3-((tetrahydro-2H-pyran-2-yl)oxy)malonamide (1344700-14-6)

Guidance literature:

(2S)-N,2-dimethyl-2-(methylamino)-N'-((tetrahydro-2H-pyran-2-yl)oxy)propanamide; 4-iodobenzoic acid chloride; With sodium hydrogencarbonate; In tetrahydrofuran; acetonitrile; at 10 - 29 ℃; for 3h;

With morpholine; In tetrahydrofuran; acetonitrile; for 0.75h;

Reference yield:

ethyl (2R)-2-methyl-2-(methylamino)-3-oxo-3-(((tetrahydro-2H-pyran-2-yl)oxy)amino)propanoate → (2S)-2-(4-iodo-N-methylbenzamide)-N1,2-dimethyl-N3-((tetrahydro-2H-pyran-2-yl)oxy)malonamide (1344700-14-6)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol / 40 - 45 °C

2: morpholine; sodium hydrogencarbonate / tetrahydrofuran / 35 °C

With morpholine; sodium hydrogencarbonate; In tetrahydrofuran; methanol;

upstream raw materials:

O-2-tetrahydro-2H-pyranhydroxylamine

1-{[(2S)-2-carboxy-1-(methylamino)-1-oxopropan-2-yl](methyl)carbamolyl}-4-iodobenzene

1-{[(2S)-1-ethoxy-2-methyl-3-(methylamino)-1,3-dioxopropan-2-yl](methyl)carbamolyl}-4-iodobenzene

4-iodobenzoic acid chloride

Downstream raw materials:

(2S)-N,2-dimethyl-2-[methyl(4-{[4-(1,4-oxazepan-4-ylmethyl)phenyl]ethynyl}benzoyl)amino]-N'-(tetrahydro-2H-pyran-2-yloxy)propanediamide

(2S)-N-hydroxy-N',2-dimethyl-2-{methyl[(4-{[4-(1,4-oxazepan-4-ylmethyl)phenyl]ethynyl}phenyl)carbonyl]amino}propanediamide

(2S)-2-[{4-[(4-{[3-(2-fluoroethoxy)azetidin-1-yl]methyl}phenyl)ethynyl]benzoyl}(methyl)amino]-N,2-dimethyl-N'-(tetrahydro-2H-pyran-2-yloxy)propanediamide

(2S)-2-[(4-{[5-(methoxymethyl)furan-3-yl]ethynyl}benzoyl)(methyl)amino]-N,2-dimethyl-N'-(tetrahydro-2H-pyran-2-yloxy)propanediamide

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