methyl (2S)-(-)-2-((p-toluenesulfonyl)-(2-trimethylsilyl-ethoxymethyl)-amino)-6-hydroxy-hexanoate

Base Information

Chemical Name:methyl (2S)-(-)-2-((p-toluenesulfonyl)-(2-trimethylsilyl-ethoxymethyl)-amino)-6-hydroxy-hexanoate
CAS No.:274694-71-2
Molecular Formula:C₂₀H₃₅NO₆SSi
Molecular Weight:445.653
Hs Code.:

Synonyms:methyl (2S)-(-)-2-((p-toluenesulfonyl)-(2-trimethylsilyl-ethoxymethyl)-amino)-6-hydroxy-hexanoate

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Chemical Property of methyl (2S)-(-)-2-((p-toluenesulfonyl)-(2-trimethylsilyl-ethoxymethyl)-amino)-6-hydroxy-hexanoate

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Technology Process of methyl (2S)-(-)-2-((p-toluenesulfonyl)-(2-trimethylsilyl-ethoxymethyl)-amino)-6-hydroxy-hexanoate

There total 7 articles about methyl (2S)-(-)-2-((p-toluenesulfonyl)-(2-trimethylsilyl-ethoxymethyl)-amino)-6-hydroxy-hexanoate 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: 94.0%

: 274694-70-1
methyl (2S)-(-)-2-((p-toluenesulfonyl)-(2-trimethylsilyl-ethoxymethyl)-amino)-6-benzyloxy-hexanoate

: 274694-71-2
methyl (2S)-(-)-2-((p-toluenesulfonyl)-(2-trimethylsilyl-ethoxymethyl)-amino)-6-hydroxy-hexanoate

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 3h;
DOI:10.1021/jo000038u

Reference yield:

: 78999-24-3
5-benzyloxy-1-pentanal

: 274694-71-2
methyl (2S)-(-)-2-((p-toluenesulfonyl)-(2-trimethylsilyl-ethoxymethyl)-amino)-6-hydroxy-hexanoate

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / Ti(OEt)4 / CH₂Cl₂ / 4 h / Heating

2: tetrahydrofuran; propan-2-ol / 12 h / -78 - 20 °C

3: 88 percent / m-CPBA / CH₂Cl₂ / 4.5 h / 20 °C

4: 65 percent / HCl / 28 h / Heating

5: 77 percent / NaH / dimethylformamide / 0.08 h / 0 °C

6: 94 percent / H₂ / Pd/C / ethanol / 3 h / 20 °C

With hydrogenchloride; titanium(IV) tetraethanolate; hydrogen; sodium hydride; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; 1: Condensation / 2: Addition / 3: Oxidation / 4: Hydrolysis / 5: Substitution / 6: Hydrogenolysis;
DOI:10.1021/jo000038u

Reference yield:

: 188447-91-8
(S)-p-toluenesulfinimide

: 274694-71-2
methyl (2S)-(-)-2-((p-toluenesulfonyl)-(2-trimethylsilyl-ethoxymethyl)-amino)-6-hydroxy-hexanoate

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / Ti(OEt)4 / CH₂Cl₂ / 4 h / Heating

2: tetrahydrofuran; propan-2-ol / 12 h / -78 - 20 °C

3: 88 percent / m-CPBA / CH₂Cl₂ / 4.5 h / 20 °C

4: 65 percent / HCl / 28 h / Heating

5: 77 percent / NaH / dimethylformamide / 0.08 h / 0 °C

6: 94 percent / H₂ / Pd/C / ethanol / 3 h / 20 °C

With hydrogenchloride; titanium(IV) tetraethanolate; hydrogen; sodium hydride; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; 1: Condensation / 2: Addition / 3: Oxidation / 4: Hydrolysis / 5: Substitution / 6: Hydrogenolysis;
DOI:10.1021/jo000038u