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

Base Information

• Chemical Name: (S_S,4S)-4-(tert-butyl-diphenyl-silanyloxy)-3-(2-methyl-propane-2-sulfinylamino)-pentanoic acid methyl ester
• CAS No.: 638211-54-8
• Molecular Formula: C₂₆H₃₉NO₄SSi
• Molecular Weight: 489.751

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

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

Chemical Property:

Purity/Quality:

Safty Information:

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

There total 2 articles about (S_S,4S)-4-(tert-butyl-diphenyl-silanyloxy)-3-(2-methyl-propane-2-sulfinylamino)-pentanoic acid methyl ester 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:

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

Reference yield:

(S)-2-(O-tert-butyldiphenylsilyloxy)propanal (87696-33-1) → (SS,4S)-4-(tert-butyl-diphenyl-silanyloxy)-3-(2-methyl-propane-2-sulfinylamino)-pentanoic acid methyl ester (638211-54-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 84 percent / Ti(OEt)4 / tetrahydrofuran / 28 h

2.1: i-Pr₂NH; n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

2.2: ClTi(Oi-Pr)3 / tetrahydrofuran / 0.5 h / -78 °C

2.3: tetrahydrofuran / -78 °C

With titanium(IV) tetraethanolate; n-butyllithium; diisopropylamine; In tetrahydrofuran;

DOI:10.1021/jo035224p

Reference yield: 85.0%

(SS,4S)-4-(tert-butyl-diphenyl-silanyloxy)-3-(2-methyl-propane-2-sulfinylamino)-pentanoic acid methyl ester (638211-54-8) → (3R,4S)-3-Amino-4-(tert-butyl-diphenyl-silanyloxy)-pentanoic acid methyl ester (638211-35-5)

Guidance literature:

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

DOI:10.1021/jo035224p

upstream raw materials:

acetic acid methyl ester

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

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

Downstream raw materials:

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

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