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

Base Information

• Chemical Name: (S_S,2S)-2-methyl-propane-2-sulfinic acid [(2-tert-butyl-diphenyl-silanyloxy)-propylidene]-amide
• CAS No.: 638211-42-4
• Molecular Formula: C₂₃H₃₃NO₂SSi
• Molecular Weight: 415.672

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

Chemical Property of (S_S,2S)-2-methyl-propane-2-sulfinic acid [(2-tert-butyl-diphenyl-silanyloxy)-propylidene]-amide

Chemical Property:

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Technology Process of (S_S,2S)-2-methyl-propane-2-sulfinic acid [(2-tert-butyl-diphenyl-silanyloxy)-propylidene]-amide

There total 1 articles about (S_S,2S)-2-methyl-propane-2-sulfinic acid [(2-tert-butyl-diphenyl-silanyloxy)-propylidene]-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: 84.0%

(S)-2-(O-tert-butyldiphenylsilyloxy)propanal (87696-33-1) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → (SS,2S)-2-methyl-propane-2-sulfinic acid [(2-tert-butyl-diphenyl-silanyloxy)-propylidene]-amide (638211-42-4)

Guidance literature:

With titanium(IV) tetraethanolate; In tetrahydrofuran; for 28h;

DOI:10.1021/jo035224p

Reference yield: 86.0%

phenylmagnesium bromide + (SS,2S)-2-methyl-propane-2-sulfinic acid [(2-tert-butyl-diphenyl-silanyloxy)-propylidene]-amide (638211-42-4) → (SS,2S)-2-methyl-propane-2-sulfinic acid [2-(tert-butyl-diphenyl-silanyloxy)-1-phenyl-propyl]-amide + (SS,2S)-2-methyl-propane-2-sulfinic acid [2-(tert-butyl-diphenyl-silanyloxy)-1-phenyl-propyl]-amide

Guidance literature:

In diethyl ether; toluene; at -48 ℃;

DOI:10.1021/jo035224p

Reference yield:

acetic acid methyl ester (79-20-9) + (SS,2S)-2-methyl-propane-2-sulfinic acid [(2-tert-butyl-diphenyl-silanyloxy)-propylidene]-amide (638211-42-4) → (SS,4S)-4-(tert-butyl-diphenyl-silanyloxy)-3-(2-methyl-propane-2-sulfinylamino)-pentanoic acid methyl ester + (SS,4S)-4-(tert-butyl-diphenyl-silanyloxy)-3-(2-methyl-propane-2-sulfinylamino)-pentanoic acid methyl ester (638211-54-8)

Guidance literature:

acetic acid methyl ester; With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -78 ℃; for 0.5h;

With triisopropoxytitanium(IV) chloride; In tetrahydrofuran; at -78 ℃; for 0.5h;

(S_S,2S)-2-methyl-propane-2-sulfinic acid [(2-tert-butyl-diphenyl-silanyloxy)-propylidene]-amide; In tetrahydrofuran; at -78 ℃;

DOI:10.1021/jo035224p

upstream raw materials:

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

(S)-2-methylpropane-2-sulfinamide

Downstream raw materials:

(S_S,4S)-4-(tert-butyl-diphenyl-silanyloxy)-3-(2-methyl-propane-2-sulfinylamino)-pentanoic acid methyl ester

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

(3R,4S)-3-Amino-4-(tert-butyl-diphenyl-silanyloxy)-pentanoic acid methyl ester

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