N-[(R)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-5,5-dimethoxy-3-(toluene-4-sulfonyl)-pentyl]-4-methyl-benzenesulfonamide

Base Information

• Chemical Name: N-[(R)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-5,5-dimethoxy-3-(toluene-4-sulfonyl)-pentyl]-4-methyl-benzenesulfonamide
• CAS No.: 203207-84-5
• Molecular Formula: C₃₈H₄₉NO₇S₂Si
• Molecular Weight: 724.027

Synonyms:N-[(R)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-5,5-dimethoxy-3-(toluene-4-sulfonyl)-pentyl]-4-methyl-benzenesulfonamide

Chemical Property of N-[(R)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-5,5-dimethoxy-3-(toluene-4-sulfonyl)-pentyl]-4-methyl-benzenesulfonamide

Chemical Property:

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Technology Process of N-[(R)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-5,5-dimethoxy-3-(toluene-4-sulfonyl)-pentyl]-4-methyl-benzenesulfonamide

There total 4 articles about N-[(R)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-5,5-dimethoxy-3-(toluene-4-sulfonyl)-pentyl]-4-methyl-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: 74.0%

1-(3,3-dimethoxypropylsulfonyl)-4-methylbenzene (104755-40-0) + (R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-1-(toluene-4-sulfonyl)-aziridine → N-[(R)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-5,5-dimethoxy-3-(toluene-4-sulfonyl)-pentyl]-4-methyl-benzenesulfonamide (203207-84-5)

Guidance literature:

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; hexane; 1.) -78 deg C, 20 min, 2.) r.t., 30 min;

DOI:10.1055/s-1998-1566

Reference yield:

3-p-Tolylsulfanyl-propionaldehyde (120483-06-9) → N-[(R)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-5,5-dimethoxy-3-(toluene-4-sulfonyl)-pentyl]-4-methyl-benzenesulfonamide (203207-84-5)

Guidance literature:

Multi-step reaction with 3 steps

1: K-10 clay / CCl₄

2: CH₃CO₃H

3: 74 percent / n-BuLi, TMEDA / tetrahydrofuran; hexane / 1.) -78 deg C, 20 min, 2.) r.t., 30 min

With peracetic acid; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; K-10 clay; In tetrahydrofuran; tetrachloromethane; hexane;

DOI:10.1055/s-1998-1566

Reference yield:

para-thiocresol (106-45-6) → N-[(R)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-5,5-dimethoxy-3-(toluene-4-sulfonyl)-pentyl]-4-methyl-benzenesulfonamide (203207-84-5)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N

2: K-10 clay / CCl₄

3: CH₃CO₃H

4: 74 percent / n-BuLi, TMEDA / tetrahydrofuran; hexane / 1.) -78 deg C, 20 min, 2.) r.t., 30 min

With peracetic acid; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; K-10 clay; triethylamine; In tetrahydrofuran; tetrachloromethane; hexane;

DOI:10.1055/s-1998-1566

upstream raw materials:

1-(3,3-dimethoxypropylsulfonyl)-4-methylbenzene

3-p-Tolylsulfanyl-propionaldehyde

para-thiocresol

Downstream raw materials:

(2R,4S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-1,4-bis-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-pyridine

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