methyl 2-amino-N-(benzyloxycarbonyl)-4-(trimethylsilyl)-3-butynoate

Base Information

• Chemical Name: methyl 2-amino-N-(benzyloxycarbonyl)-4-(trimethylsilyl)-3-butynoate
• CAS No.: 127357-39-5
• Molecular Formula: C₁₆H₂₁NO₄Si
• Molecular Weight: 319.433
• Mol file: 127357-39-5.mol

Synonyms:methyl 2-amino-N-(benzyloxycarbonyl)-4-(trimethylsilyl)-3-butynoate

Chemical Property of methyl 2-amino-N-(benzyloxycarbonyl)-4-(trimethylsilyl)-3-butynoate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of methyl 2-amino-N-(benzyloxycarbonyl)-4-(trimethylsilyl)-3-butynoate

There total 4 articles about methyl 2-amino-N-(benzyloxycarbonyl)-4-(trimethylsilyl)-3-butynoate 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: 88.0%

N-benzyloxycarbonyl α-chloro glycine methyl ester (64356-76-9) + trimethyl(trimethylstannanylethynyl)silane (16035-50-0) → methyl 2-amino-N-(benzyloxycarbonyl)-4-(trimethylsilyl)-3-butynoate (127357-39-5)

Guidance literature:

With zinc(II) chloride; In tetrahydrofuran; tetrachloromethane; for 0.5h; Heating;

DOI:10.1021/jo00302a034

Reference yield: 87.0%

trimethyl(trimethylstannanylethynyl)silane (16035-50-0) + methyl N-(benzyloxycarbonyl)-α-bromoglycinate (127382-97-2) → methyl 2-amino-N-(benzyloxycarbonyl)-4-(trimethylsilyl)-3-butynoate (127357-39-5)

Guidance literature:

With zinc(II) chloride; In tetrahydrofuran; tetrachloromethane; for 0.5h; Heating;

DOI:10.1021/jo00302a034

Reference yield:

O-benzyl carbamate (621-84-1) → methyl 2-amino-N-(benzyloxycarbonyl)-4-(trimethylsilyl)-3-butynoate (127357-39-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 73 percent / 20 h / Heating

2: PCl₅ / CCl₄ / 168 h / Ambient temperature

3: 88 percent / ZnCl₂ / CCl₄; tetrahydrofuran / 0.5 h / Heating

With phosphorus pentachloride; zinc(II) chloride; In tetrahydrofuran; tetrachloromethane;

DOI:10.1021/jo00302a034

upstream raw materials:

N-benzyloxycarbonyl α-chloro glycine methyl ester

trimethyl(trimethylstannanylethynyl)silane

methyl N-(benzyloxycarbonyl)-α-bromoglycinate

O-benzyl carbamate

Downstream raw materials:

methyl 2-amino-N-(benzyloxycarbonyl)-3-butynoate