(SS,S)-(+)-N-(p-toluenesulfinyl)-3-amino N-methoxy-N-methyl-5-(2-methyl-1,3-dioxolan-2-yl)pentanamide

Base Information

• Chemical Name: (SS,S)-(+)-N-(p-toluenesulfinyl)-3-amino N-methoxy-N-methyl-5-(2-methyl-1,3-dioxolan-2-yl)pentanamide
• CAS No.: 1138339-20-4
• Molecular Formula: C₁₈H₂₈N₂O₅S
• Molecular Weight: 384.497

Synonyms:(SS,S)-(+)-N-(p-toluenesulfinyl)-3-amino N-methoxy-N-methyl-5-(2-methyl-1,3-dioxolan-2-yl)pentanamide

Chemical Property of (SS,S)-(+)-N-(p-toluenesulfinyl)-3-amino N-methoxy-N-methyl-5-(2-methyl-1,3-dioxolan-2-yl)pentanamide

Chemical Property:

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Technology Process of (SS,S)-(+)-N-(p-toluenesulfinyl)-3-amino N-methoxy-N-methyl-5-(2-methyl-1,3-dioxolan-2-yl)pentanamide

There total 1 articles about (SS,S)-(+)-N-(p-toluenesulfinyl)-3-amino N-methoxy-N-methyl-5-(2-methyl-1,3-dioxolan-2-yl)pentanamide 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: 66.0%

(S(S))-(+)-3-(2-methyl-1,3-dioxolan-2-yl)propylidene-p-toluenesulfinamide (1355076-15-1) + N-Methoxy-N-methylacetamide (78191-00-1) → (SS,S)-(+)-N-(p-toluenesulfinyl)-3-amino N-methoxy-N-methyl-5-(2-methyl-1,3-dioxolan-2-yl)pentanamide (1138339-20-4)

Guidance literature:

N-Methoxy-N-methylacetamide; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃; Inert atmosphere;

(S(S))-(+)-3-(2-methyl-1,3-dioxolan-2-yl)propylidene-p-toluenesulfinamide; In tetrahydrofuran; toluene; at -78 ℃; Inert atmosphere;

DOI:10.1021/ol9002948

Reference yield: 84.0%

(SS,S)-(+)-N-(p-toluenesulfinyl)-3-amino N-methoxy-N-methyl-5-(2-methyl-1,3-dioxolan-2-yl)pentanamide (1138339-20-4) + benzylmagnesium chloride (6921-34-2) → (SS,4S)-(+)-N-(p-Toluenesulfinyl)-4-amino-6-(2-methyl-1,3-dioxolan-2-yl)-1-phenylhexan-2-one (1138339-22-6)

Guidance literature:

In tetrahydrofuran; at 0 ℃; Inert atmosphere;

DOI:10.1021/ol9002948

Reference yield: 80.0%

(SS,S)-(+)-N-(p-toluenesulfinyl)-3-amino N-methoxy-N-methyl-5-(2-methyl-1,3-dioxolan-2-yl)pentanamide (1138339-20-4) + ethylmagnesium chloride (2386-64-3) → (SS,5S)-(+)-N-(p-toluenesulfinyl)-5-amino-7-(2-methyl-1,3-dioxolan-2-yl)heptan-3-one (1138339-23-7)

Guidance literature:

In tetrahydrofuran; at 0 ℃; Inert atmosphere;

DOI:10.1021/ol9002948

upstream raw materials:

(S(S))-(+)-3-(2-methyl-1,3-dioxolan-2-yl)propylidene-p-toluenesulfinamide

N-Methoxy-N-methylacetamide

Downstream raw materials:

(SS,5S)-(+)-N-(p-toluenesulfinyl)-5-amino-7-(2-methyl-1,3-dioxolan-2-yl)heptan-3-one

(SS,4S)-(+)-N-(p-Toluenesulfinyl)-4-amino-6-(2-methyl-1,3-dioxolan-2-yl)-1-phenylhexan-2-one

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