N-[6-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-hexyl]-N-(2-hydroxy-1-methyl-ethyl)-4-methyl-benzenesulfonamide

Base Information

• Chemical Name: N-[6-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-hexyl]-N-(2-hydroxy-1-methyl-ethyl)-4-methyl-benzenesulfonamide
• CAS No.: 680974-80-5
• Molecular Formula: C₂₂H₄₁NO₅SSi
• Molecular Weight: 459.723

Synonyms:N-[6-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-hexyl]-N-(2-hydroxy-1-methyl-ethyl)-4-methyl-benzenesulfonamide

Chemical Property of N-[6-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-hexyl]-N-(2-hydroxy-1-methyl-ethyl)-4-methyl-benzenesulfonamide

Chemical Property:

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Technology Process of N-[6-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-hexyl]-N-(2-hydroxy-1-methyl-ethyl)-4-methyl-benzenesulfonamide

There total 2 articles about N-[6-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-hexyl]-N-(2-hydroxy-1-methyl-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: 77.0%

p-toluenesulfonyl chloride (98-59-9) + (S)-6-(tert-Butyl-dimethyl-silanyloxy)-1-((R)-2-hydroxy-1-methyl-ethylamino)-hexan-2-ol (680974-79-2) → N-[6-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-hexyl]-N-(2-hydroxy-1-methyl-ethyl)-4-methyl-benzenesulfonamide (680974-80-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 23 ℃; for 0.666667h;

DOI:10.1021/ol049861t

Reference yield:

(S)-2-[4-(tert-butyldimethylsilyloxy)-1-butyl]oxirane (429687-44-5) → N-[6-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-hexyl]-N-(2-hydroxy-1-methyl-ethyl)-4-methyl-benzenesulfonamide (680974-80-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / propan-1-ol / 16 h / Heating

2: 77 percent / Et₃N / CH₂Cl₂ / 0.67 h / 0 - 23 °C

With triethylamine; In propan-1-ol; dichloromethane;

DOI:10.1021/ol049861t

Reference yield: 99.0%

N-[6-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-hexyl]-N-(2-hydroxy-1-methyl-ethyl)-4-methyl-benzenesulfonamide (680974-80-5) → (2S,5R)-2-[4-(tert-Butyl-dimethyl-silanyloxy)-butyl]-5-methyl-4-(toluene-4-sulfonyl)-morpholine (680974-81-6)

Guidance literature:

With sodium hydride; N-tosylimidazole; In tetrahydrofuran; at 0 - 23 ℃;

DOI:10.1021/ol049861t

upstream raw materials:

p-toluenesulfonyl chloride

(S)-6-(tert-Butyl-dimethyl-silanyloxy)-1-((R)-2-hydroxy-1-methyl-ethylamino)-hexan-2-ol

(S)-2-[4-(tert-butyldimethylsilyloxy)-1-butyl]oxirane

Downstream raw materials:

(2S,5R)-2-[4-(tert-Butyl-dimethyl-silanyloxy)-butyl]-5-methyl-4-(toluene-4-sulfonyl)-morpholine

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