Benzenesulfonamide, N-[(1R)-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-4-[(trimethylsilyl) methyl]-4-pentenyl]-4-methyl-

Base Information

• Chemical Name: Benzenesulfonamide, N-[(1R)-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-4-[(trimethylsilyl) methyl]-4-pentenyl]-4-methyl-
• CAS No.: 486413-06-3
• Molecular Formula: C23H43NO3SSi2
• Molecular Weight: 469.836
• Mol file: 486413-06-3.mol

Synonyms:

Chemical Property of Benzenesulfonamide, N-[(1R)-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-4-[(trimethylsilyl) methyl]-4-pentenyl]-4-methyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzenesulfonamide, N-[(1R)-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-4-[(trimethylsilyl) methyl]-4-pentenyl]-4-methyl-

There total 1 articles about Benzenesulfonamide, N-[(1R)-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-4-[(trimethylsilyl) methyl]-4-pentenyl]-4-methyl- 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: 64.0%

(R)-2-(tert-butyldimethylsiloxy)methyl-1-(4-methylphenylsulfonyl)aziridine (188816-35-5) + Trimethyl-(2-methylselanylmethyl-allyl)-silane (163041-61-0) → (2R)-1-(tert-butyldimethylsilyl)oxo-N-[(4-methylphenyl)sulfonyl]-2-amino-5-(trimethylsilyl)methyl-5-hexene (486413-06-3)

Guidance literature:

Trimethyl-(2-methylselanylmethyl-allyl)-silane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.666667h;

In tetrahydrofuran; hexane; at -78 - 0 ℃;

(R)-2-(tert-butyldimethylsiloxy)methyl-1-(4-methylphenylsulfonyl)aziridine; In tetrahydrofuran; hexane; at 0 ℃; for 22.5h;

DOI:10.1016/S0040-4020(02)00725-1

Reference yield: 98.0%

(2R)-1-(tert-butyldimethylsilyl)oxo-N-[(4-methylphenyl)sulfonyl]-2-amino-5-(trimethylsilyl)methyl-5-hexene (486413-06-3) → (2R)-N-[(4-methylphenyl)sulfonyl]-2-amino-5-(trimethylsilyl)methyl-5-hexenol (486413-07-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1016/S0040-4020(02)00725-1

Reference yield:

(2R)-1-(tert-butyldimethylsilyl)oxo-N-[(4-methylphenyl)sulfonyl]-2-amino-5-(trimethylsilyl)methyl-5-hexene (486413-06-3) → 4-(N-[(4-methylphenyl)sulfonyl]amino)-1-methylenecyclohexane

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / n-Bu₄NF / tetrahydrofuran / 0.5 h / 0 °C

2: 72 percent / PPh₃; diethyl azodicarboxylate / tetrahydrofuran / 0 - 20 °C

3: BF₃*Et₂O / CH₂Cl₂ / 17.5 h / -78 - 0 °C

With boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 2: Mitsunobu reaction;

DOI:10.1016/S0040-4020(02)00725-1

upstream raw materials:

(R)-2-(tert-butyldimethylsiloxy)methyl-1-(4-methylphenylsulfonyl)aziridine

Trimethyl-(2-methylselanylmethyl-allyl)-silane

Downstream raw materials:

(2R)-N-[(4-methylphenyl)sulfonyl]-2-amino-5-(trimethylsilyl)methyl-5-hexenol

(2R)-2-[3-[(trimethylsilyl)methyl]-3-butenyl]-N-[(4-methylphenyl)sulfonyl]aziridine