N-[1-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxy-propyl]-N-(2-iodo-ethyl)-4-methyl-benzenesulfonamide

Base Information

• Chemical Name: N-[1-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxy-propyl]-N-(2-iodo-ethyl)-4-methyl-benzenesulfonamide
• CAS No.: 459457-07-9
• Molecular Formula: C₂₉H₃₈INO₄SSi
• Molecular Weight: 651.681

Synonyms:N-[1-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxy-propyl]-N-(2-iodo-ethyl)-4-methyl-benzenesulfonamide

Chemical Property of N-[1-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxy-propyl]-N-(2-iodo-ethyl)-4-methyl-benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[1-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxy-propyl]-N-(2-iodo-ethyl)-4-methyl-benzenesulfonamide

There total 9 articles about N-[1-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxy-propyl]-N-(2-iodo-ethyl)-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:

(2S,3S)-3-hydroxy-2-(4-methylphenylsulfonamido)butanoic acid (34235-88-6) → N-[1-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxy-propyl]-N-(2-iodo-ethyl)-4-methyl-benzenesulfonamide (459457-07-9)

Guidance literature:

Multi-step reaction with 8 steps

1.1: KHCO₃ / dimethylformamide

2.1: LiBH₄ / tetrahydrofuran

3.1: TsOH / CH₂Cl₂

4.1: 96 percent / NaH / dimethylformamide

5.1: OsO₄; NMO / acetone; H₂O

5.2: NaIO₄ / tetrahydrofuran; various solvent(s)

5.3: 100 percent / NaBH₄ / methanol

6.1: 97 percent / I₂; Ph₃P; imidazole / toluene

7.1: aq. HCl; tetrahydrofuran

8.1: imidazole / dimethylformamide

With 1H-imidazole; osmium(VIII) oxide; lithium borohydride; N-methyl-2-indolinone; iodine; sodium hydride; potassium hydrogencarbonate; toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; hydrogenchloride; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene;

DOI:10.1016/S0040-4039(02)00833-X

Reference yield:

(2S,3R)-methyl-N-(4-methylphenylsulfonyl)-3-hydroxy-2-aminobutanoate (43188-53-0) → N-[1-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxy-propyl]-N-(2-iodo-ethyl)-4-methyl-benzenesulfonamide (459457-07-9)

Guidance literature:

Multi-step reaction with 7 steps

1.1: LiBH₄ / tetrahydrofuran

2.1: TsOH / CH₂Cl₂

3.1: 96 percent / NaH / dimethylformamide

4.1: OsO₄; NMO / acetone; H₂O

4.2: NaIO₄ / tetrahydrofuran; various solvent(s)

4.3: 100 percent / NaBH₄ / methanol

5.1: 97 percent / I₂; Ph₃P; imidazole / toluene

6.1: aq. HCl; tetrahydrofuran

7.1: imidazole / dimethylformamide

With 1H-imidazole; osmium(VIII) oxide; lithium borohydride; N-methyl-2-indolinone; iodine; sodium hydride; toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; hydrogenchloride; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene;

DOI:10.1016/S0040-4039(02)00833-X

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → N-[1-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxy-propyl]-N-(2-iodo-ethyl)-4-methyl-benzenesulfonamide (459457-07-9)

Guidance literature:

Multi-step reaction with 9 steps

1.1: Na₂CO₃ / H₂O; diethyl ether

2.1: KHCO₃ / dimethylformamide

3.1: LiBH₄ / tetrahydrofuran

4.1: TsOH / CH₂Cl₂

5.1: 96 percent / NaH / dimethylformamide

6.1: OsO₄; NMO / acetone; H₂O

6.2: NaIO₄ / tetrahydrofuran; various solvent(s)

6.3: 100 percent / NaBH₄ / methanol

7.1: 97 percent / I₂; Ph₃P; imidazole / toluene

8.1: aq. HCl; tetrahydrofuran

9.1: imidazole / dimethylformamide

With 1H-imidazole; osmium(VIII) oxide; lithium borohydride; N-methyl-2-indolinone; iodine; sodium hydride; sodium carbonate; potassium hydrogencarbonate; toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; hydrogenchloride; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene;

DOI:10.1016/S0040-4039(02)00833-X

upstream raw materials:

tert-butylchlorodiphenylsilane

N-(2-hydroxy-1-hydroxymethyl-propyl)-N-(2-iodo-ethyl)-4-methyl-benzenesulfonamide

(2S,3S)-3-hydroxy-2-(4-methylphenylsulfonamido)butanoic acid

(2S,3R)-methyl-N-(4-methylphenylsulfonyl)-3-hydroxy-2-aminobutanoate

Downstream raw materials:

N-(1-hydroxymethyl-2-oxo-propyl)-N-(2-iodo-ethyl)-4-methyl-benzenesulfonamide

(2R,3R)-2-hydroxymethyl-3-methyl-1-(toluene-4-sulfonyl)pyrrolidin-3-ol

(2S,3R)-3-hydroxy-3-methylpyrrolidine-2-carboxylic acid

N-[1-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-propyl]-N-(2-iodo-ethyl)-4-methyl-benzenesulfonamide

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