(S_S,R)-(+)-N,N-diethyl-2,4-dimethoxy-6-[2-(toluene-4-sulfinylamino)-propyl]-benzamide

Base Information

• Chemical Name: (S_S,R)-(+)-N,N-diethyl-2,4-dimethoxy-6-[2-(toluene-4-sulfinylamino)-propyl]-benzamide
• CAS No.: 319921-39-6
• Molecular Formula: C₂₃H₃₂N₂O₄S
• Molecular Weight: 432.584

Synonyms:(S_S,R)-(+)-N,N-diethyl-2,4-dimethoxy-6-[2-(toluene-4-sulfinylamino)-propyl]-benzamide

Chemical Property of (S_S,R)-(+)-N,N-diethyl-2,4-dimethoxy-6-[2-(toluene-4-sulfinylamino)-propyl]-benzamide

Chemical Property:

Purity/Quality:

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Technology Process of (S_S,R)-(+)-N,N-diethyl-2,4-dimethoxy-6-[2-(toluene-4-sulfinylamino)-propyl]-benzamide

There total 2 articles about (S_S,R)-(+)-N,N-diethyl-2,4-dimethoxy-6-[2-(toluene-4-sulfinylamino)-propyl]-benzamide 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:

N,N-diethyl-2,4-dimethoxy-6-methylbenzamide → (SS,R)-(+)-N,N-diethyl-2,4-dimethoxy-6-[2-(toluene-4-sulfinylamino)-propyl]-benzamide (319921-39-6)

Guidance literature:

Multi-step reaction with 2 steps

1: LDA / tetrahydrofuran / 0.5 h / -78 °C

2: 0.974 g / tetrahydrofuran / 2 h

With lithium diisopropyl amide; In tetrahydrofuran; 1: Metallation / 2: Addition;

DOI:10.1021/ol006654u

Reference yield:

(S)-(E)-N-ethylidene-4-methylbenzenesulfinamide (220732-34-3) + C14H20LiNO3 → (SS,R)-(+)-N,N-diethyl-2,4-dimethoxy-6-[2-(toluene-4-sulfinylamino)-propyl]-benzamide (319921-39-6)

Guidance literature:

In tetrahydrofuran; for 2h;

DOI:10.1021/ol006654u

Reference yield: 87.0%

(SS,R)-(+)-N,N-diethyl-2,4-dimethoxy-6-[2-(toluene-4-sulfinylamino)-propyl]-benzamide (319921-39-6) → (R)-(-)-N,N-diethyl-2-(2-aminopropyl)-4,6-dimethoxybenzamide (319921-47-6)

Guidance literature:

With trifluoroacetic acid; In methanol; for 8h;

DOI:10.1021/ol006654u

upstream raw materials:

(S)-(E)-N-ethylidene-4-methylbenzenesulfinamide

Downstream raw materials:

(R)-(-)-N,N-diethyl-2-(2-aminopropyl)-4,6-dimethoxybenzamide

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