[N-tert-butoxycarbonyl-[5-tert-butoxy-2-(dimethylphenylsilanyl)-pent-2-enyl]amino]acetic acid

Base Information

• Chemical Name: [N-tert-butoxycarbonyl-[5-tert-butoxy-2-(dimethylphenylsilanyl)-pent-2-enyl]amino]acetic acid
• CAS No.: 864360-93-0
• Molecular Formula: C₂₄H₃₉NO₅Si
• Molecular Weight: 449.663
• Mol file: 864360-93-0.mol

Synonyms:[N-tert-butoxycarbonyl-[5-tert-butoxy-2-(dimethylphenylsilanyl)-pent-2-enyl]amino]acetic acid

Chemical Property of [N-tert-butoxycarbonyl-[5-tert-butoxy-2-(dimethylphenylsilanyl)-pent-2-enyl]amino]acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [N-tert-butoxycarbonyl-[5-tert-butoxy-2-(dimethylphenylsilanyl)-pent-2-enyl]amino]acetic acid

There total 3 articles about [N-tert-butoxycarbonyl-[5-tert-butoxy-2-(dimethylphenylsilanyl)-pent-2-enyl]amino]acetic acid 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: 99.0%

[N-tert-butoxycarbonyl-[5-tert-butoxy-2-(dimethylphenylsilanyl)-pent-2-enyl]amino]acetic acid methyl ester (864360-87-2) → [N-tert-butoxycarbonyl-[5-tert-butoxy-2-(dimethylphenylsilanyl)-pent-2-enyl]amino]acetic acid (864360-93-0)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 23h;

DOI:10.1039/b506198a

Reference yield:

N-(tert-butoxycarbonyl)glycine methyl ester (31954-27-5) → [N-tert-butoxycarbonyl-[5-tert-butoxy-2-(dimethylphenylsilanyl)-pent-2-enyl]amino]acetic acid (864360-93-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: KH / tetrahydrofuran / 1 h / 0 °C

1.2: 90 percent / tetrahydrofuran / 17 h / 0 - 20 °C

2.1: 99 percent / aq. NaOH / tetrahydrofuran / 23 h / 20 °C

With sodium hydroxide; potassium hydride; In tetrahydrofuran;

DOI:10.1039/b506198a

Reference yield:

[(Z)-1-bromomethyl-4-tert-butoxybut-1-enyl]dimethyl(phenyl)silane (583041-48-9) → [N-tert-butoxycarbonyl-[5-tert-butoxy-2-(dimethylphenylsilanyl)-pent-2-enyl]amino]acetic acid (864360-93-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: KH / tetrahydrofuran / 1 h / 0 °C

1.2: 90 percent / tetrahydrofuran / 17 h / 0 - 20 °C

2.1: 99 percent / aq. NaOH / tetrahydrofuran / 23 h / 20 °C

With sodium hydroxide; potassium hydride; In tetrahydrofuran;

DOI:10.1039/b506198a

upstream raw materials:

[N-tert-butoxycarbonyl-[5-tert-butoxy-2-(dimethylphenylsilanyl)-pent-2-enyl]amino]acetic acid methyl ester

N-(tert-butoxycarbonyl)glycine methyl ester

[(Z)-1-bromomethyl-4-tert-butoxybut-1-enyl]dimethyl(phenyl)silane

Downstream raw materials:

[N-tert-butoxycarbonyl-[5-tert-butoxy-2-(dimethylphenylsilanyl)pent-2-enyl]amino]acetic acid [1R,2S,5R]-8-phenylmenthol ester

[2-(2-tert-butoxy-ethyl)-3-(dimethyl-phenyl-silanyl)-1-formyl-but-3-enyl]-carbamic acid tert-butyl ester

[2S,3R]-[2-(2-tert-butoxyethyl)-3-(dimethylphenylsilanyl)-1-hydroxymethylbut-3-enyl]carbamic acid tert-butyl ester

[2S,3R]-2-N-tert-butoxycarbonyl-amino-3-(2-tert-butoxyethyl)-4-(dimethylphenylsilanyl)pent-4-enoic acid