(S)-4-(tret-butyldimethylsilyloxy)-5-(4-methoxybenzylamino)-5-oxopentyl methanesulfonate

Base Information

Chemical Name:(S)-4-(tret-butyldimethylsilyloxy)-5-(4-methoxybenzylamino)-5-oxopentyl methanesulfonate
CAS No.:908040-21-1
Molecular Formula:C₂₀H₃₅NO₆SSi
Molecular Weight:445.653
Hs Code.:

Synonyms:(S)-4-(tret-butyldimethylsilyloxy)-5-(4-methoxybenzylamino)-5-oxopentyl methanesulfonate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-4-(tret-butyldimethylsilyloxy)-5-(4-methoxybenzylamino)-5-oxopentyl methanesulfonate

Chemical Property:

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Technology Process of (S)-4-(tret-butyldimethylsilyloxy)-5-(4-methoxybenzylamino)-5-oxopentyl methanesulfonate

There total 4 articles about (S)-4-(tret-butyldimethylsilyloxy)-5-(4-methoxybenzylamino)-5-oxopentyl methanesulfonate 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: 98.0%

: 908040-20-0
(S)-2-(tret-butyldimethylsilyloxy)-5-hydroxy-N-(4-methoxybenzyl)pentanamide

: 124-63-0
methanesulfonyl chloride

: 908040-21-1
(S)-4-(tret-butyldimethylsilyloxy)-5-(4-methoxybenzylamino)-5-oxopentyl methanesulfonate

Guidance literature:: With triethylamine; In dichloromethane; at -35 ℃; for 0.25h;
DOI:10.1016/j.tet.2006.05.013

Reference yield:

: 908040-18-6
methyl (S)-4-hydroxy-5-(4-methoxybenzylamino)-5-oxopentanoate

: 908040-21-1
(S)-4-(tret-butyldimethylsilyloxy)-5-(4-methoxybenzylamino)-5-oxopentyl methanesulfonate

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / imidazole; DMAP / dimethylformamide / 3 h / 20 °C

2: 96 percent / CaCl₂; NaBH₄ / ethanol / 0 - 20 °C

3: 98 percent / triethylamine / CH₂Cl₂ / 0.25 h / -35 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; triethylamine; calcium chloride; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2006.05.013

Reference yield:

: 908040-19-7
methyl (S)-4-(tret-butyldimethylsilyloxy)-5-(4-methoxybenzylamino)-5-oxopentanoate

: 908040-21-1
(S)-4-(tret-butyldimethylsilyloxy)-5-(4-methoxybenzylamino)-5-oxopentyl methanesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / CaCl₂; NaBH₄ / ethanol / 0 - 20 °C

2: 98 percent / triethylamine / CH₂Cl₂ / 0.25 h / -35 °C

With sodium tetrahydroborate; triethylamine; calcium chloride; In ethanol; dichloromethane;
DOI:10.1016/j.tet.2006.05.013