(R_S,2S)-2-methyl-propane-2-sulfinic acid [2-(tert-butyl-diphenyl-silanyloxy)-1-ethyl-propyl]-amide

Base Information

• Chemical Name: (R_S,2S)-2-methyl-propane-2-sulfinic acid [2-(tert-butyl-diphenyl-silanyloxy)-1-ethyl-propyl]-amide
• CAS No.: 638211-52-6
• Molecular Formula: C₂₅H₃₉NO₂SSi
• Molecular Weight: 445.742

Synonyms:(R_S,2S)-2-methyl-propane-2-sulfinic acid [2-(tert-butyl-diphenyl-silanyloxy)-1-ethyl-propyl]-amide

Chemical Property of (R_S,2S)-2-methyl-propane-2-sulfinic acid [2-(tert-butyl-diphenyl-silanyloxy)-1-ethyl-propyl]-amide

Chemical Property:

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Technology Process of (R_S,2S)-2-methyl-propane-2-sulfinic acid [2-(tert-butyl-diphenyl-silanyloxy)-1-ethyl-propyl]-amide

There total 2 articles about (R_S,2S)-2-methyl-propane-2-sulfinic acid [2-(tert-butyl-diphenyl-silanyloxy)-1-ethyl-propyl]-amide 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: 93.0%

ethylmagnesium bromide (925-90-6) + (RS,2S)-2-methyl-propane-2-sulfinic acid [2-(tert-butyl-diphenyl-silanyloxy)-propylidene]-amide (638211-44-6) → (RS,2S)-2-methyl-propane-2-sulfinic acid [2-(tert-butyl-diphenyl-silanyloxy)-1-ethyl-propyl]-amide + (RS,2S)-2-methyl-propane-2-sulfinic acid [2-(tert-butyl-diphenyl-silanyloxy)-1-ethyl-propyl]-amide (638211-52-6)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; diethyl ether; at -78 ℃;

DOI:10.1021/jo035224p

Reference yield:

(S)-2-(O-tert-butyldiphenylsilyloxy)propanal (87696-33-1) → (RS,2S)-2-methyl-propane-2-sulfinic acid [2-(tert-butyl-diphenyl-silanyloxy)-1-ethyl-propyl]-amide (638211-52-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / Ti(OEt)4 / tetrahydrofuran / 20 h

2: 93 percent / TMEDA / tetrahydrofuran; diethyl ether / -78 °C

With titanium(IV) tetraethanolate; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; diethyl ether;

DOI:10.1021/jo035224p

Reference yield:

(RS,2S)-2-methyl-propane-2-sulfinic acid [2-(tert-butyl-diphenyl-silanyloxy)-1-ethyl-propyl]-amide (638211-52-6) → (2S,3R)-3-Amino-pentan-2-ol; hydrochloride (951000-34-3)

Guidance literature:

(R_S,2S)-2-methyl-propane-2-sulfinic acid [2-(tert-butyl-diphenyl-silanyloxy)-1-ethyl-propyl]-amide; With pyridine; hydrogen fluoride; In tetrahydrofuran; at 20 ℃; for 24h;

With hydrogenchloride; In 1,4-dioxane; methanol; at 20 ℃; for 1h;

DOI:10.1021/jo035224p

upstream raw materials:

ethylmagnesium bromide

(R_S,2S)-2-methyl-propane-2-sulfinic acid [2-(tert-butyl-diphenyl-silanyloxy)-propylidene]-amide

(S)-2-(O-tert-butyldiphenylsilyloxy)propanal

Downstream raw materials:

(2S,3R)-3-Amino-pentan-2-ol; hydrochloride

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