Propanoic acid, 2-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-3-[(triphenylmethyl)thio]- , 2-(trimethylsilyl)ethyl ester, (2S)-

Base Information

• Chemical Name: Propanoic acid, 2-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-3-[(triphenylmethyl)thio]- , 2-(trimethylsilyl)ethyl ester, (2S)-
• CAS No.: 847153-47-3
• Molecular Formula: C33H43NO4SSi
• Molecular Weight: 577.86
• Mol file: 847153-47-3.mol

Synonyms:

Chemical Property of Propanoic acid, 2-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-3-[(triphenylmethyl)thio]- , 2-(trimethylsilyl)ethyl ester, (2S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Propanoic acid, 2-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-3-[(triphenylmethyl)thio]- , 2-(trimethylsilyl)ethyl ester, (2S)-

There total 3 articles about Propanoic acid, 2-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-3-[(triphenylmethyl)thio]- , 2-(trimethylsilyl)ethyl ester, (2S)- 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: 85.0%

di-tert-butyl dicarbonate (24424-99-5) + 2-(trimethylsilyl)ethyl (S)-2-aminomethyl-3-[(triphenylmethyl)sulfanyl]propanoate (847153-46-2) → 2-(trimethylsilyl)ethyl (S)-2-({[(tert-butoxy)carbonyl]amino}methyl)-3-[(triphenylmethyl)sulfanyl]propanoate (847153-47-3)

Guidance literature:

In 1,4-dioxane; methanol; at 20 ℃; for 2h;

DOI:10.1002/hlca.200490280

Reference yield:

(4S)-4-(1-methylethyl)-5,5-diphenyl-3-{(2S)-2-(phthalimidomethyl)-3-[(triphenylmethyl)sulfanyl]propanoyl}oxazolidin-2-one (847153-44-0) → 2-(trimethylsilyl)ethyl (S)-2-({[(tert-butoxy)carbonyl]amino}methyl)-3-[(triphenylmethyl)sulfanyl]propanoate (847153-47-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: BuLi / tetrahydrofuran; hexane / 0.25 h / -30 °C

1.2: 55 percent / tetrahydrofuran; hexane / 5.5 h / -40 - -30 °C

2.1: 85 percent / (CH₂NH₂)2 / butan-1-ol / 1 h / 20 °C

3.1: 85 percent / methanol; dioxane / 2 h / 20 °C

With n-butyllithium; ethylenediamine; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; butan-1-ol;

DOI:10.1002/hlca.200490280

Reference yield:

2-(trimethylsilyl)ethyl (S)-2-(phthalimidomethyl)-3-[(triphenylmethyl)sulfanyl]propanoate (847153-45-1) → 2-(trimethylsilyl)ethyl (S)-2-({[(tert-butoxy)carbonyl]amino}methyl)-3-[(triphenylmethyl)sulfanyl]propanoate (847153-47-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / (CH₂NH₂)2 / butan-1-ol / 1 h / 20 °C

2: 85 percent / methanol; dioxane / 2 h / 20 °C

With ethylenediamine; In 1,4-dioxane; methanol; butan-1-ol;

DOI:10.1002/hlca.200490280

upstream raw materials:

di-tert-butyl dicarbonate

2-(trimethylsilyl)ethyl (S)-2-aminomethyl-3-[(triphenylmethyl)sulfanyl]propanoate

(4S)-4-(1-methylethyl)-5,5-diphenyl-3-{(2S)-2-(phthalimidomethyl)-3-[(triphenylmethyl)sulfanyl]propanoyl}oxazolidin-2-one

2-(trimethylsilyl)ethyl (S)-2-(phthalimidomethyl)-3-[(triphenylmethyl)sulfanyl]propanoate

Downstream raw materials:

(S)-2-({[(tert-butoxy)carbonyl]amino}methyl)-3-[(triphenylmethyl)sulfanyl]propanoic acid