(R)-N-(1,3-dimethyl-2-oxo-2λ⁵-[1,3,2]diazaphospholidin-2-yl)-4-methyl-N-(1-vinyl-butyl)-benzenesulfonamide

Base Information

• Chemical Name: (R)-N-(1,3-dimethyl-2-oxo-2λ⁵-[1,3,2]diazaphospholidin-2-yl)-4-methyl-N-(1-vinyl-butyl)-benzenesulfonamide
• CAS No.: 869740-15-8
• Molecular Formula: C₁₇H₂₈N₃O₃PS
• Molecular Weight: 385.467

Synonyms:(R)-N-(1,3-dimethyl-2-oxo-2λ⁵-[1,3,2]diazaphospholidin-2-yl)-4-methyl-N-(1-vinyl-butyl)-benzenesulfonamide

Chemical Property of (R)-N-(1,3-dimethyl-2-oxo-2λ⁵-[1,3,2]diazaphospholidin-2-yl)-4-methyl-N-(1-vinyl-butyl)-benzenesulfonamide

Chemical Property:

Purity/Quality:

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Technology Process of (R)-N-(1,3-dimethyl-2-oxo-2λ⁵-[1,3,2]diazaphospholidin-2-yl)-4-methyl-N-(1-vinyl-butyl)-benzenesulfonamide

There total 4 articles about (R)-N-(1,3-dimethyl-2-oxo-2λ⁵-[1,3,2]diazaphospholidin-2-yl)-4-methyl-N-(1-vinyl-butyl)-benzenesulfonamide 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: 90.0%

(Z)-N-(2-hex-2-enyloxy-1,3-dimethyl-2λ5-[1,3,2]diazaphospholidin-2-ylidene)-4-methyl-benzenesulfonamide (869740-09-0) → (R)-N-(1,3-dimethyl-2-oxo-2λ5-[1,3,2]diazaphospholidin-2-yl)-4-methyl-N-(1-vinyl-butyl)-benzenesulfonamide (869740-15-8)

Guidance literature:

With chiral cobalt oxazoline palladacycles; silver trifluoroacetate; In toluene; at 45 ℃; for 40h;

DOI:10.1021/ja054161k

Reference yield:

(E)-N-(2-hex-2-enyloxy-1,3-dimethyl-2λ5-[1,3,2]diazaphospholidin-2-ylidene)-4-methyl-benzenesulfonamide (869740-08-9) → (S)-N-(1,3-dimethyl-2-oxo-2λ5-[1,3,2]diazaphospholidin-2-yl)-4-methyl-N-(1-vinyl-butyl)-benzenesulfonamide (869740-58-9) + (R)-N-(1,3-dimethyl-2-oxo-2λ5-[1,3,2]diazaphospholidin-2-yl)-4-methyl-N-(1-vinyl-butyl)-benzenesulfonamide (869740-15-8)

Guidance literature:

With chiral cobalt oxazoline palladacycles; silver trifluoroacetate; In toluene; at 45 ℃; for 40h; Title compound not separated from byproducts;

DOI:10.1021/ja054161k

Reference yield:

4-toluenesulfonyl azide (941-55-9) → (R)-N-(1,3-dimethyl-2-oxo-2λ5-[1,3,2]diazaphospholidin-2-yl)-4-methyl-N-(1-vinyl-butyl)-benzenesulfonamide (869740-15-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: benzene / 6 h / 20 °C

1.2: 85 percent / benzene / 0.25 h / 20 °C

2.1: 90 percent / chiral cobalt oxazoline palladacycles; AgTFA / toluene / 40 h / 45 °C

With chiral cobalt oxazoline palladacycles; silver trifluoroacetate; In toluene; benzene; 2.1: Cope rearrangement;

DOI:10.1021/ja054161k

upstream raw materials:

(Z)-N-(2-hex-2-enyloxy-1,3-dimethyl-2λ⁵-[1,3,2]diazaphospholidin-2-ylidene)-4-methyl-benzenesulfonamide

(E)-N-(2-hex-2-enyloxy-1,3-dimethyl-2λ⁵-[1,3,2]diazaphospholidin-2-ylidene)-4-methyl-benzenesulfonamide

4-toluenesulfonyl azide

(E)-2-Hexen-1-ol

Downstream raw materials:

4-methyl-N-(1-propyl-2-propenyl)benzenesulfonamide

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