N-<<2-(trimethylsilyl)ethoxy>carbonyl>-O-<(2-methoxyethoxy)methyl>-(Z)-2,3-methanotyrosine methyl ester

Base Information

• Chemical Name: N-<<2-(trimethylsilyl)ethoxy>carbonyl>-O-<(2-methoxyethoxy)methyl>-(Z)-2,3-methanotyrosine methyl ester
• CAS No.: 117942-49-1
• Molecular Formula: C₂₁H₃₃NO₇Si
• Molecular Weight: 439.581
• Mol file: 117942-49-1.mol

Synonyms:N-<<2-(trimethylsilyl)ethoxy>carbonyl>-O-<(2-methoxyethoxy)methyl>-(Z)-2,3-methanotyrosine methyl ester

Chemical Property of N-<<2-(trimethylsilyl)ethoxy>carbonyl>-O-<(2-methoxyethoxy)methyl>-(Z)-2,3-methanotyrosine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-<<2-(trimethylsilyl)ethoxy>carbonyl>-O-<(2-methoxyethoxy)methyl>-(Z)-2,3-methanotyrosine methyl ester

There total 8 articles about N-<<2-(trimethylsilyl)ethoxy>carbonyl>-O-<(2-methoxyethoxy)methyl>-(Z)-2,3-methanotyrosine 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: 50.0%

2-(Trimethylsilyl)ethanol (2916-68-9) + (1S,2R)-1-Azidocarbonyl-2-(4-hydroxy-phenyl)-cyclopropanecarboxylic acid methyl ester (117942-48-0) → N-<<2-(trimethylsilyl)ethoxy>carbonyl>-O-<(2-methoxyethoxy)methyl>-(Z)-2,3-methanotyrosine methyl ester (117942-49-1)

Guidance literature:

In toluene; Heating;

DOI:10.1021/jo00262a033

Reference yield:

diethyl 4-<(2-methoxyethoxy)methoxy>benzalmalonate (117942-42-4) → N-<<2-(trimethylsilyl)ethoxy>carbonyl>-O-<(2-methoxyethoxy)methyl>-(Z)-2,3-methanotyrosine methyl ester (117942-49-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 76 percent / dimethylsulfoxide; tetrahydrofuran / 1.) RT, 1 h, 2.) 50 deg C, 1 h

2: 78 percent / NaOH, H₂O / ethanol / 48 h / Ambient temperature

3: 1.) 5percent KHCO₃, 2.) NH₂NH₂*H₂O / 1.) EtOH, water, 2.) reflux, 24 h

4: 80 percent / NaNO₂, H₂SO₄ / diethyl ether; H₂O / 24 h / 5 °C

5: 100 percent / diethyl ether

6: 50 percent / toluene / Heating

With sodium hydroxide; sulfuric acid; water; potassium hydrogencarbonate; hydrazine hydrate; sodium nitrite; In tetrahydrofuran; diethyl ether; ethanol; water; dimethyl sulfoxide; toluene;

DOI:10.1021/jo00262a033

Reference yield:

(Z)-1-(ethoxycarbonyl)-2-<4-<(2-methoxyethoxy)methoxy>phenyl>cyclopropanecarboxylic acid (117942-44-6) → N-<<2-(trimethylsilyl)ethoxy>carbonyl>-O-<(2-methoxyethoxy)methyl>-(Z)-2,3-methanotyrosine methyl ester (117942-49-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) 5percent KHCO₃, 2.) NH₂NH₂*H₂O / 1.) EtOH, water, 2.) reflux, 24 h

2: 80 percent / NaNO₂, H₂SO₄ / diethyl ether; H₂O / 24 h / 5 °C

3: 100 percent / diethyl ether

4: 50 percent / toluene / Heating

With sulfuric acid; potassium hydrogencarbonate; hydrazine hydrate; sodium nitrite; In diethyl ether; water; toluene;

DOI:10.1021/jo00262a033

upstream raw materials:

2-(Trimethylsilyl)ethanol

(1S,2R)-1-Azidocarbonyl-2-(4-hydroxy-phenyl)-cyclopropanecarboxylic acid methyl ester

(1S,2R)-1-Azidocarbonyl-2-(4-hydroxy-phenyl)-cyclopropanecarboxylic acid

diethyl 4-<(2-methoxyethoxy)methoxy>benzalmalonate

Downstream raw materials:

(1S,2S)-1-Amino-2-(4-hydroxy-phenyl)-cyclopropanecarboxylic acid; hydrochloride

N-<<2-(Trimethylsilyl)ethoxy>carbonyl>-O-<(2-methoxyethoxy)methyl>-(Z)-2,3-methanotyrosine