N-allyl-N-(2-hydroxy-1-hydroxymethylbut-3-enyl)-4-methylbenzenesulfonamide

Base Information

• Chemical Name: N-allyl-N-(2-hydroxy-1-hydroxymethylbut-3-enyl)-4-methylbenzenesulfonamide
• CAS No.: 870264-49-6
• Molecular Formula: C₁₅H₂₁NO₄S
• Molecular Weight: 311.402
• Mol file: 870264-49-6.mol

Synonyms:N-allyl-N-(2-hydroxy-1-hydroxymethylbut-3-enyl)-4-methylbenzenesulfonamide

Chemical Property of N-allyl-N-(2-hydroxy-1-hydroxymethylbut-3-enyl)-4-methylbenzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-allyl-N-(2-hydroxy-1-hydroxymethylbut-3-enyl)-4-methylbenzenesulfonamide

There total 2 articles about N-allyl-N-(2-hydroxy-1-hydroxymethylbut-3-enyl)-4-methylbenzenesulfonamide 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-allyl-N-(ethoxycarbonylmethyl)toluene-4-sulfonamide (869275-28-5) → N-allyl-N-(2-hydroxy-1-hydroxymethylbut-3-enyl)-4-methylbenzenesulfonamide (870264-49-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropylamide / tetrahydrofuran; heptane / 0.17 h / -78 °C

1.2: 87 percent / tetrahydrofuran; heptane / 0.25 h

2.1: 87 percent / LiAlH₄ / tetrahydrofuran / 0.25 h / 20 °C

With lithium aluminium tetrahydride; lithium diisopropyl amide; In tetrahydrofuran; n-heptane;

DOI:10.1016/j.carres.2005.08.014

Reference yield:

N-allylglycine ethyl ester (3182-79-4) → N-allyl-N-(2-hydroxy-1-hydroxymethylbut-3-enyl)-4-methylbenzenesulfonamide (870264-49-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 89 percent / DMAP / CH₂Cl₂; triethylamine / 3 h / 20 °C

2.1: lithium diisopropylamide / tetrahydrofuran; heptane / 0.17 h / -78 °C

2.2: 87 percent / tetrahydrofuran; heptane / 0.25 h

3.1: 87 percent / LiAlH₄ / tetrahydrofuran / 0.25 h / 20 °C

With dmap; lithium aluminium tetrahydride; lithium diisopropyl amide; In tetrahydrofuran; n-heptane; dichloromethane; triethylamine;

DOI:10.1016/j.carres.2005.08.014

Reference yield: 55.0%

N-allyl-N-(2-hydroxy-1-hydroxymethylbut-3-enyl)-4-methylbenzenesulfonamide (870264-49-6) + 2,2-dimethoxy-propane (77-76-9) → trans-N-allyl-N-(2,2-dimethyl-4-vinyl[1,3]dioxan-5-yl)-4-methylbenzenesulfonamide + cis-N-allyl-N-(2,2-dimethyl-4-vinyl[1,3]dioxan-5-yl)-4-methylbenzenesulfonamide

Guidance literature:

With toluene-4-sulfonic acid; In benzene; at 20 ℃; for 1.5h;

DOI:10.1016/j.carres.2005.08.014

upstream raw materials:

N-allyl-N-(ethoxycarbonylmethyl)toluene-4-sulfonamide

N-allylglycine ethyl ester

Downstream raw materials:

(+)-2,2-dimethyl-5-(toluene-4-sulfonyl)-4a,5,6,7,8,8a-hexahydro-[1,3]dioxino[5,4-b]pyridine-7,8-diol

(+)-2,2-dimethyl-5-(toluene-4-sulfonyl)-4a,5,6,7,8,8a-hexahydro-[1,3]dioxino[5,4-b]pyridine-7,8-diol

(-)-2,2-dimethyl-5-(toluene-4-sulfonyl)-4a,5,6,7,8,8a-hexahydro-[1,3]dioxino[5,4-b]pyridine-7,8-diol

(-)-2,2-dimethyl-5-(toluene-4-sulfonyl)-4a,5,6,7,8,8a-hexahydro-[1,3]dioxino[5,4-b]pyridine-7,8-diol